OSW · ONESPAWORLD HOLDINGS Ltd · Insider Trading

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $26.01 to $26.12. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within the range.

After giving effect to all the transactions reported on this Statement, the reported securities are directly held as follows: (i) 169,269 Common Shares are held by Heyer Investment Management, LLC; (ii) 31,219 Common Shares are held by Harris Reid Heyer Trust; (iii) 37,219 Common Shares are held by James Heyer Trust; (iv) 17,219 Common Shares are held by Peter Justin Heyer Trust; and (v) 47,219 Common Shares are held by William Heyer Trust. The Reporting Person is (i) a trustee of each of Harris Reid Heyer Trust, James Heyer Trust, Peter Justin Heyer Trust, and William Heyer Trust and (ii) the managing member of Heyer Investment Management, LLC, and, accordingly, may be deemed to beneficially own the securities held by the foregoing, but disclaims such beneficial ownership, except to the extent of his pecuniary interest therein.

(Continued from footnote 5) This Statement shall not be deemed an admission that the Reporting Person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $26.27 to $26.49. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within the range.

After giving effect to all the transactions reported on this Statement, the reported securities are directly held as follows: (i) 169,269 Common Shares are held by Heyer Investment Management, LLC; (ii) 31,219 Common Shares are held by Harris Reid Heyer Trust; (iii) 37,219 Common Shares are held by James Heyer Trust; (iv) 17,219 Common Shares are held by Peter Justin Heyer Trust; and (v) 47,219 Common Shares are held by William Heyer Trust. The Reporting Person is (i) a trustee of each of Harris Reid Heyer Trust, James Heyer Trust, Peter Justin Heyer Trust, and William Heyer Trust and (ii) the managing member of Heyer Investment Management, LLC, and, accordingly, may be deemed to beneficially own the securities held by the foregoing, but disclaims such beneficial ownership, except to the extent of his pecuniary interest therein.

(Continued from footnote 5) This Statement shall not be deemed an admission that the Reporting Person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $26.42 to $26.49. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within the range.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $26.38 to $26.45. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within the range.

The reported securities are directly held and independently managed by Mindy Heyer, the Reporting Person's spouse. Accordingly, the Reporting Person may be deemed to beneficially own the reported securities but disclaims such beneficial ownership. This Statement shall not be deemed an admission that the Reporting Person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date. Vested Common Shares will be delivered to the Reporting Person on the earlier of the 60th day from separation from service and immediately prior to a change in control.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date.

Marc Magliacano has entered into a Nominee and Indemnity Agreement, pursuant to which he has agreed that all equity awards granted to him for his service as director of the Issuer are held, effective from the date of grant, for the benefit of L Catterton, L.P. L Catterton, L.P., together with L Catterton GP, LLC, as the general partner of L Catterton, L.P. (together, the "L Catterton Entities"), which may be deemed to have shared beneficial ownership of the equity awards granted to and held by the Reporting Person. Solely for purposes of Section 16 of the Securities and Exchange Act of 1934, the L Catterton Entities may be deemed directors by deputization with respect to the Issuer.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date. Vested Common Shares will be delivered to the Reporting Person on the earlier of the 60th day from separation from service and immediately prior to a change in control.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date. Vested Common Shares will be delivered to the Reporting Person on the earlier of the 60th day from separation from service and immediately prior to a change in control.

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date. Vested Common Shares will be delivered to the Reporting Person on the earlier of the 60th day from separation from service and immediately prior to a change in control.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $26.00 to $26.17. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each price within the range.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.65 to $24.705. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.00 to $24.38. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.00 to $24.205. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.00 to $24.29. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.00 to $24.03. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $24.50 to $24.75. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $25.20 to $25.39. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, 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.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $20.85 to $20.87. 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.

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 RSUs and PSUs.

The price reported is a weighted average price. These shares, which include 59,412 shares sold in connection with a prior vesting of RSUs, were sold in multiple transactions at prices ranging from $22.01 to $22.96. 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.

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 RSUs and PSUs.

The price reported is a weighted average price. These shares, which include 62,182 sold in connection with a prior vesting of RSUs, were sold in multiple transactions at prices ranging from $22.01 to $22.96. 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.

Each Performance Stock Unit ("PSU") represents a contingent right to receive, at vesting, one common share. Upon satisfaction of performance conditions with respect to PSUs, one-third immediately settled in common shares and the remaining two-thirds will settle in two equal installments on each of December 2, 2026 and December 2, 2027, subject to continued service through such dates.

Each Performance Stock Unit ("PSU") represents a contingent right to receive, at vesting, one common share. Upon satisfaction of performance conditions with respect to PSUs, one-third immediately settled in common shares and the remaining two-thirds will settle in two equal installments on each of December 2, 2026 and December 2, 2027, subject to continued service through such dates.

The reported transaction represents a gift to a charity.

The reported transaction involved a grant of restricted stock units, which vest in three equal annual installments on December 9 of each of 2026, 2027 and 2028 and settle one-for-one in common shares.

The reported transaction involved a grant of restricted stock units, which vest in three equal annual installments on December 9 of each of 2026, 2027 and 2028 and settle one-for-one in common shares.

This amendment is being filed solely to correct the transaction code reflected on the original filing, which indicated a market sale at the volition of the Reporting Person. In this regard, the reported transaction represents the disposition of Common Shares in connection with the vesting and settlement of the Restricted Stock Units, which Common Shares were mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $20.12 to $20.16. 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.

The reported amounts have been adjusted to correct prior understatements of amount beneficially held by the Reporting Person. In this regard, all prior Form 4s correctly reflected the amount of securities involved in the transactions reflected in such filings.

The reported price is a volume weighted average price ("VWAP"). The reported securities were sold in open market transactions at prices ranging from $20.04 to $20.36, inclusive. The reporting person undertakes to provide to the SEC, the Issuer or any stockholder of the Issuer, upon request, the number of shares sold at each price within such range.

This amendment is being filed solely to correct the transaction code reflected on the original filing, which indicated a market sale at the volition of the Reporting Person. In this regard, the reported transaction represents the disposition of Common Shares in connection with the vesting and settlement of the Restricted Stock Units, which Common Shares were mandatorily sold, pursuant to the terms of the grant, in a broker assisted cashless exercise program arranged by the Issuer.

The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $20.11 to $20.16. 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.

The reported amounts have been adjusted to correct prior understatements of amount beneficially held by the Reporting Person. In this regard, all prior Form 4s correctly reflected the amount of securities involved in the transactions reflected in such filings.

The reported price is a VWAP. The reported securities were sold in open market transactions at prices ranging from $21.55 to $21.67, inclusive. The reporting person undertakes to provide to the SEC, the Issuer or any stockholder of the Issuer, upon request, the number of shares sold at each price within such range.

After giving effect to all the transactions reported on this Statement, the reported securities are owned as follows: (i) 251,903 Common Shares are held by Heyer Investment Management, LLC (ii) 31,219 Common Shares are held by Harris Reid Heyer Trust, (iii) 27,219 Common Shares are held by James Heyer Trust, (iv) 8,000 Common Shares are held by Peter Justin Heyer Trust and (v) 25,000 Common Shares are held by William Heyer Trust. The reporting person is (i) a trustee of each of Harris Reid Heyer Trust, James Heyer Trust, Peter Justin Heyer Trust, and William Heyer Trust, and (ii) the managing member of Heyer Investment Management, LLC, and, accordingly may be deemed to beneficially own the securities held by the foregoing, but disclaims such beneficial ownership, except to the extent of his pecuniary interest therein. This report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The reporting person has voting and dispositive power over the securities held by Fusfield Family Irrevocable Trust ("Fusfield Trust"), and therefore may be deemed to indirectly beneficially own the securities held by Fusfield Trust. The reporting person disclaims beneficial ownership of the securities, except to the extent of his pecuniary interest therein, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The reported price is a volume weighted average price ("VWAP"). The reported securities were sold in open market transactions at prices ranging from $21.85 to $21.89, inclusive. The reporting person undertakes to provide to the SEC, the Issuer or any stockholder of the Issuer, upon request, the number of shares sold at each price within such range.

After giving effect to all the transactions reported on this Statement, the reported securities are owned as follows: (i) 251,903 Common Shares are held by Heyer Investment Management, LLC (ii) 31,219 Common Shares are held by Harris Reid Heyer Trust, (iii) 27,219 Common Shares are held by James Heyer Trust, (iv) 8,000 Common Shares are held by Peter Justin Heyer Trust and (v) 25,000 Common Shares are held by William Heyer Trust. The reporting person is (i) a trustee of each of Harris Reid Heyer Trust, James Heyer Trust, Peter Justin Heyer Trust, and William Heyer Trust, and (ii) the managing member of Heyer Investment Management, LLC, and, accordingly may be deemed to beneficially own the securities held by the foregoing, but disclaims such beneficial ownership, except to the extent of his pecuniary interest therein. This report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The reported price is a VWAP. The reported securities were sold in open market transactions at prices ranging from $21.80 to $21.90, inclusive. The reporting person undertakes to provide to the SEC, the Issuer or any stockholder of the Issuer, upon request, the number of shares sold at each price within such range.

After giving effect to all the transactions reported on this Statement, the reported securities are owned as follows: (i) 251,903 Common Shares are held by Heyer Investment Management, LLC (ii) 31,219 Common Shares are held by Harris Reid Heyer Trust, (iii) 27,219 Common Shares are held by James Heyer Trust, (iv) 8,000 Common Shares are held by Peter Justin Heyer Trust and (v) 25,000 Common Shares are held by William Heyer Trust. The reporting person is (i) a trustee of each of Harris Reid Heyer Trust, James Heyer Trust, Peter Justin Heyer Trust, and William Heyer Trust, and (ii) the managing member of Heyer Investment Management, LLC, and, accordingly may be deemed to beneficially own the securities held by the foregoing, but disclaims such beneficial ownership, except to the extent of his pecuniary interest therein. This report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

The reporting person has voting and dispositive power over the securities held by Fusfield Family Irrevocable Trust ("Fusfield Trust"), and therefore may be deemed to indirectly beneficially own the securities held by Fusfield Trust. The reporting person disclaims beneficial ownership of the securities, except to the extent of his pecuniary interest therein, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.