Bonner Susan Reardon

SEC source: 0000950170-25-020166 · ownership.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 256,924

F2 · shares: Represents shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer to satisfy tax withholding obligations upon the receipt of common shares in connection with the vesting and settlement of the Performance Stock Units.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.4800 to $21.9675. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-25-020166 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 267,792

F1 · price: Upon satisfaction of performance conditions with respect to Performance Stock Units ("PSUs") that were originally granted to the Reporting Person on December 6, 2023, one-third immediately settled in common shares and the remaining two-thirds will settle in two equal installments on each of December 6, 2025 and December 6, 2026, subject to continued service through such dates.

SEC source: 0000950170-24-135105 · ownership.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 226,996

F1 · kind: Each RSU represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F4 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.0500 to $19.5500. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-24-135105 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 265,072

F1 · kind: Each RSU represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $19.2700 to $19.7300. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-24-133232 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 275,718

F1 · shares: The reported transaction involved a grant of restricted stock units, which vest in three equal annual installments on December 2 of each of 2025, 2026 and 2027 and settle one-for-one in common shares.

SEC source: 0000950170-24-059946 · ownership.xml · nonDerivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 250,077

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.7000 to $14.8000. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-24-059946 · ownership.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 272,623

F2 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.8000 to $14.8500. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-24-059946 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 308,177

F1 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.8500 to $14.9200. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-24-015990 · ownership.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 320,854

F2 · kind: Each PSU represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F3 · shares: Represents shares withheld to satisfy tax withholding obligations upon the vesting and settlement of the PSUs.

F4 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.4800 to $14.7600. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-24-015990 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 333,741

F1 · shares: The reported securities are Performance Stock Units ("PSUs") that were granted to the Reporting Person by OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") on December 6, 2022. One-third of the reported PSUs vested upon achieving the performance vesting conditions. The remaining unvested PSUs vest in one-third installments on each of December 6, 2024 and December 6, 2025.

SEC source: 0000899243-24-000061 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 285,061

F2 · shares: Represents shares withheld to satisfy tax withholding obligations upon the vesting and settlement of the Performance Stock Units, such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $13.8300 to $14.0750. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000899243-24-000061 · doc4.xml · derivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Shares · 20,833 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Each Performance Stock Unit represents a contingent right to receive, at vesting, one Common Share. 25% of the Performance Stock Units vested upon achieving certain stock price hurdle objectives during the six-year period following the October 13, 2020, grant date.

F1 · shares: Each Performance Stock Unit represents a contingent right to receive, at vesting, one Common Share. 25% of the Performance Stock Units vested upon achieving certain stock price hurdle objectives during the six-year period following the October 13, 2020, grant date.

F1 · derivative.exercise_date: Each Performance Stock Unit represents a contingent right to receive, at vesting, one Common Share. 25% of the Performance Stock Units vested upon achieving certain stock price hurdle objectives during the six-year period following the October 13, 2020, grant date.

F1 · derivative.expiration_date: Each Performance Stock Unit represents a contingent right to receive, at vesting, one Common Share. 25% of the Performance Stock Units vested upon achieving certain stock price hurdle objectives during the six-year period following the October 13, 2020, grant date.

SEC source: 0000899243-24-000061 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 301,975

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: Each Performance Stock Unit represents a contingent right to receive, at vesting, one Common Share. 25% of the Performance Stock Units vested upon achieving certain stock price hurdle objectives during the six-year period following the October 13, 2020, grant date.

F1 · price: Each Performance Stock Unit represents a contingent right to receive, at vesting, one Common Share. 25% of the Performance Stock Units vested upon achieving certain stock price hurdle objectives during the six-year period following the October 13, 2020, grant date.

SEC source: 0000950170-23-073389 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 281,142

F1 · kind: Each RSU represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $14.3000 to $14.5000. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-23-069164 · ownership.xml · nonDerivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 290,396

F2 · kind: Each RSU represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F3 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F5 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $12.50 to $12.6850. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-23-069164 · ownership.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 297,398

F2 · kind: Each RSU represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F3 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F4 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $12.34 to $12.53. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each price within this range.

SEC source: 0000950170-23-069164 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 300,292

F1 · shares: The reported transaction involved a grant of the Issuer's Restricted Stock Units ("RSUs"), which vest in three equal annual installments on December 6 of each of 2024, 2025 and 2026 and settle one-for-one in common shares.

SEC source: 0000950170-23-053947 · ownership.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 270,220

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations in connection with the vesting and settlement of the RSUs.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $10.1850 to $10.3350. The Reporting Person undertakes to provide to the Issuer, any security holders of the Issuer, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each price within this range.

F4 · balance_after: Includes an additional 29,239 Common Shares to correct for inadvertent errors in the Column 5 amount reflected in connection with previously reported transactions.

SEC source: 0000899243-23-005268 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 253,901

F2 · kind: Each PSU represent a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F3 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the PSUs.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $10.84 to $11.06, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-23-005268 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 257,957

F1 · shares: The reported securities are Performance Stock Units ("PSUs") that were granted to the Reporting Person by OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") on December 7, 2021. One-third of the reported PSUs vested upon achieving the performance vesting conditions. The remaining unvested PSUs vest in one-third installments on each of December 7, 2023 and December 7, 2024.

SEC source: 0000899243-22-039380 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 217,212

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $9.44 to $9.59, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or thestaff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-039380 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 219,234

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $9.60 to $9.85, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-038312 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 220,867

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $10.36 to $10.43, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-037876 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 196,693

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $10.13 to $10.27, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-038020 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 225,895

F1 · shares: The reported transaction involved a grant of the Issuer's restricted stock units, which vest in three equal annual installments on December 6 of each of 2023, 2024 and 2025 and settle one-for-one in common shares.

SEC source: 0000899243-22-033662 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 206,716

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $8.00 to $8.10, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-010210 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 220,023

F1 · kind: Each Restricted Stock Unit ("RSUs") represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the RSUs.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $9.42 to $9.54, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-007784 · doc4.xml · nonDerivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 223,678

F2 · kind: Each PSU represents a contingent right to receive, at full vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F4 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the PSUs.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $9.35 to $9.71, inclusive. The reporting person undertakes to provide to OSW, any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-22-007784 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 226,405

F3 · shares: The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"), which settle one-for-one in common shares upon vesting, which vesting will occur one-third on March 7, 2022 and two-thirds on December 5, 2022, subject to the Reporting Person's continued service through such date.

SEC source: 0000899243-22-007784 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 196,606

F1 · shares: The reported securities are Performance Stock Units ("PSUs") that were granted to the Reporting Person by OneSpaWorld Holdings Ltd. ("OSW", the "Issuer") on December 21, 2020. One-third of the reported PSUs vested upon achieving the performance vesting conditions. The remaining unvested PSUs vest in one-third installments on each of December 21, 2022 and December 21, 2023.

F2 · shares: Each PSU represents a contingent right to receive, at full vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

SEC source: 0000899243-22-003216 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 174,881

F1 · kind: Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F2 · shares: Represents shares sold to satisfy tax withholding obligations upon the vesting and settlement of the Restricted Stock Units ("RSUs").

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $9.48 to $9.61, inclusive. The reporting person undertakes to provide to OneSpaWorld Holdings Ltd ("OSW", the "Issuer"), any security holder of OSW, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-21-047598 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 176,963

F1 · shares: The reported transaction involved a grant of the Issuer's restricted stock units ("RSUs") which vest one-third on each of the first three anniversaries of the grant date and settle one-for-one in common shares.

F2 · balance_after: The reported amount includes the 30,048 newly granted RSUs, 101,729 RSUs previously reported in Table II of a previous Form 4 filed by the reporting person, and 45,186 common shares.

SEC source: 0000899243-21-040362 · doc4.xml · derivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 101,729

Underlying: Common Shares · 44,209 shares

Expires not disclosed

F2 · derivative.exercise_price: Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F5 · derivative.exercise_date: The Restricted Stock Units vest in three equal annual installments on each of the first three anniversaries of the grant date.

F5 · derivative.expiration_date: The Restricted Stock Units vest in three equal annual installments on each of the first three anniversaries of the grant date.

SEC source: 0000899243-21-040362 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 45,186

F2 · kind: Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

F3 · shares: Represents shares withheld to satisfy tax withholding obligations upon the vesting and settlement of the Restricted Stock Units.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $10.68 to $10.82, inclusive. The reporting person undertakes to provide, upon request by the SEC staff, the Issuer, or any security holder of the Issuer, full information regarding the number of shares sold at each separate price.

SEC source: 0000899243-21-040362 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 58,411

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: One-third of the Restricted Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions.

F2 · price: Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer, with a portion of such shares mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

SEC source: 0000899243-21-013318 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 43,441

F2 · shares: Represents shares withheld to satisfy tax withholding obligations upon the vesting and settlement of the Performance Stock Units.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $10.50 to $10.61, inclusive. The reporting person undertakes to provide to OneSpaWorld Holdings Ltd ("OSW"), any security holder of OSW, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

SEC source: 0000899243-21-013318 · doc4.xml · derivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 20,833

Underlying: Common Shares · 20,833 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · security: The units reported herein were granted outside of the company incentive award plans as "employment inducement grants" under NASDAQ Listing Rule 5635(c)(4).

F5 · derivative.exercise_price: Each Performance Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer (the "Common Shares").

F1 · shares: 25% of the Performance Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions. The Performance Stock Units vest in tranches upon the Common Shares (as defined below) achieving certain stock price hurdle objectives over a specified number of consecutive trading days during the six-year period following the grant date

F5 · price: Each Performance Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Issuer (the "Common Shares").

F1 · derivative.exercise_date: 25% of the Performance Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions. The Performance Stock Units vest in tranches upon the Common Shares (as defined below) achieving certain stock price hurdle objectives over a specified number of consecutive trading days during the six-year period following the grant date

F1 · derivative.expiration_date: 25% of the Performance Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions. The Performance Stock Units vest in tranches upon the Common Shares (as defined below) achieving certain stock price hurdle objectives over a specified number of consecutive trading days during the six-year period following the grant date

SEC source: 0000899243-21-013318 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 49,766

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 25% of the Performance Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions. The Performance Stock Units vest in tranches upon the Common Shares (as defined below) achieving certain stock price hurdle objectives over a specified number of consecutive trading days during the six-year period following the grant date

SEC source: 0000899243-21-011157 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,933

F2 · shares: Represents shares withheld to satisfy tax withholding obligations upon the vesting and settlement of the Performance Stock Units.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $11.07 to $11.40, inclusive. The reporting person undertakes to provide, upon request by the SEC staff, OneSpaWorld Holdings Ltd's (the "Company"), or any security holder of the comapany, full information regarding the number of shares sold at each separate price.

SEC source: 0000899243-21-011157 · doc4.xml · derivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,666

Underlying: Common Shares · 20,834 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · security: The units reported herein were granted outside of the company incentive award plans as "employment inducement grants" under NASDAQ Listing Rule 5635(c)(4).

F5 · derivative.exercise_price: Each Performance Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F5 · price: Each Performance Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F6 · derivative.exercise_date: The Performance Stock Units vest upon the achievement of certain stock price hurdle objectives over the six year period following the grant date.

F6 · derivative.expiration_date: The Performance Stock Units vest upon the achievement of certain stock price hurdle objectives over the six year period following the grant date.

SEC source: 0000899243-21-011157 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 35,036

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 25% of the Performance Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions.

SEC source: 0000899243-20-035049 · doc4.xml · nonDerivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,202

F2 · shares: Represents shares withheld to satisfy tax withholding obligations upon the vesting and settlement of the Performance Stock Units.

SEC source: 0000899243-20-035049 · doc4.xml · derivative · entry 4

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 145,938

Underlying: Common Shares · 13,312 shares

Expires not disclosed

F4 · derivative.exercise_price: Each Performance Stock Unit and Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F6 · derivative.exercise_date: The Restricted Stock Units vest in one-third increments on each of the first three anniversaries of the date of the grant.

F6 · derivative.expiration_date: The Restricted Stock Units vest in one-third increments on each of the first three anniversaries of the date of the grant.

SEC source: 0000899243-20-035049 · doc4.xml · derivative · entry 3

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 62,500

Underlying: Common Shares · 20,833 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · security: The units reported herein were granted outside of the Company's incentive award plans as "employment inducement grants" under NASDAQ Listing Rule 5635(c)(4).

F4 · derivative.exercise_price: Each Performance Stock Unit and Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F4 · price: Each Performance Stock Unit and Each Restricted Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F5 · derivative.exercise_date: The Performance Stock Units vest upon the achievement of certain stock price hurdle objectives over the six year period following the grant date.

F5 · derivative.expiration_date: The Performance Stock Units vest upon the achievement of certain stock price hurdle objectives over the six year period following the grant date.

SEC source: 0000899243-20-035049 · doc4.xml · nonDerivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 20,833

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: 25% of the Performance Stock Units awarded on October 13, 2020 vested upon achieving the vesting conditions.

SEC source: 0000899243-20-028313 · doc4.xml · derivative · entry 2

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 83,333

Underlying: Common Shares · 83,333 shares

Expires not disclosed

F1 · security: The units reported herein were granted outside of the Company's incentive award plans as "employment inducement grants" under NASDAQ Listing Rule 5635(c)(4).

F2 · derivative.exercise_price: Each Restricted Stock Unit and each Performance Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F4 · derivative.exercise_date: The Performance Stock Units vest upon the achievement of certain stock price hurdle objectives over the six year period following the grant date.

F4 · derivative.expiration_date: The Performance Stock Units vest upon the achievement of certain stock price hurdle objectives over the six year period following the grant date.

SEC source: 0000899243-20-028313 · doc4.xml · derivative · entry 1

Bonner Susan Reardon · CIK 0001828192 · Chief Commercial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 132,626

Underlying: Common Shares · 132,626 shares

Expires not disclosed

F1 · security: The units reported herein were granted outside of the Company's incentive award plans as "employment inducement grants" under NASDAQ Listing Rule 5635(c)(4).

F2 · derivative.exercise_price: Each Restricted Stock Unit and each Performance Stock Unit represents a contingent right to receive, at vesting, one common share, par value $0.0001 per share, of the Company.

F3 · derivative.exercise_date: The Restricted Stock Units vest in three equal annual installments on each of the first three anniversaries of the grant date.

F3 · derivative.expiration_date: The Restricted Stock Units vest in three equal annual installments on each of the first three anniversaries of the grant date.