Good availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 01 Sep 2026 Returns Tue 08 Sep 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $695 pp Ocean View from $740 pp Balcony from $934 pp Suite from $1,420 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 15 Sep 2026 Returns Tue 22 Sep 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $695 pp Ocean View from $740 pp Balcony from $934 pp Suite from $1,420 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Almost sold out 10 nights · Eastern Caribbean Ten-Night Leeward Islands Celestia, Celestia class Sails Sun 20 Sep 2026 Returns Wed 30 Sep 2026 From Fort Lauderdale Fort Lauderdale At sea San Juan St. Thomas Tortola St. Maarten Basseterre At sea Fort Lauderdale Interior from $871 pp Ocean View from $932 pp Balcony from $1,179 pp Suite from $1,794 pp Plus $212.54 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 29 Sep 2026 Returns Tue 06 Oct 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $695 pp Ocean View from $740 pp Balcony from $934 pp Suite from $1,420 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 13 Oct 2026 Returns Tue 20 Oct 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $768 pp Ocean View from $818 pp Balcony from $1,033 pp Suite from $1,571 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 27 Oct 2026 Returns Tue 03 Nov 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $768 pp Ocean View from $818 pp Balcony from $1,033 pp Suite from $1,571 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 10 nights · Eastern Caribbean Ten-Night Leeward Islands Celestia, Celestia class Sails Tue 10 Nov 2026 Returns Fri 20 Nov 2026 From Fort Lauderdale Fort Lauderdale At sea San Juan St. Thomas Tortola St. Maarten Basseterre At sea Fort Lauderdale Interior from $1,040 pp Ocean View from $1,113 pp Balcony from $1,407 pp Suite from $2,142 pp Plus $212.54 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 10 Nov 2026 Returns Tue 17 Nov 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $830 pp Ocean View from $883 pp Balcony from $1,115 pp Suite from $1,696 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Southern Caribbean Southern Caribbean Isles Lyra, Celestia class Sails Mon 23 Nov 2026 Returns Mon 30 Nov 2026 From San Juan San Juan St. Thomas Basseterre St. Lucia Barbados At sea St. Maarten San Juan Interior from $832 pp Ocean View from $891 pp Balcony from $1,126 pp Suite from $1,714 pp Plus $194.17 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 24 Nov 2026 Returns Tue 01 Dec 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $883 pp Ocean View from $940 pp Balcony from $1,187 pp Suite from $1,804 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Almost sold out 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 08 Dec 2026 Returns Tue 15 Dec 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $1,115 pp Ocean View from $1,187 pp Balcony from $1,499 pp Suite from $2,279 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Southern Caribbean Southern Caribbean Isles Lyra, Celestia class Sails Thu 17 Dec 2026 Returns Thu 24 Dec 2026 From San Juan San Juan St. Thomas Basseterre St. Lucia Barbados At sea St. Maarten San Juan Interior from $1,036 pp Ocean View from $1,109 pp Balcony from $1,402 pp Suite from $2,134 pp Plus $194.17 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 22 Dec 2026 Returns Tue 29 Dec 2026 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $1,115 pp Ocean View from $1,187 pp Balcony from $1,499 pp Suite from $2,279 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 10 nights · Eastern Caribbean Ten-Night Leeward Islands Celestia, Celestia class Sails Thu 31 Dec 2026 Returns Sun 10 Jan 2027 From Fort Lauderdale Fort Lauderdale At sea San Juan St. Thomas Tortola St. Maarten Basseterre At sea Fort Lauderdale Interior from $1,397 pp Ocean View from $1,496 pp Balcony from $1,891 pp Suite from $2,878 pp Plus $212.54 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 05 Jan 2027 Returns Tue 12 Jan 2027 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $929 pp Ocean View from $989 pp Balcony from $1,249 pp Suite from $1,899 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Good availability 7 nights · Southern Caribbean Southern Caribbean Isles Lyra, Celestia class Sails Sun 10 Jan 2027 Returns Sun 17 Jan 2027 From San Juan San Juan St. Thomas Basseterre St. Lucia Barbados At sea St. Maarten San Juan Interior from $866 pp Ocean View from $927 pp Balcony from $1,172 pp Suite from $1,784 pp Plus $194.17 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 19 Jan 2027 Returns Tue 26 Jan 2027 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $929 pp Ocean View from $989 pp Balcony from $1,249 pp Suite from $1,899 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 7 nights · Eastern Caribbean Eastern Caribbean Classic Vanguard, Vanguard class Sails Tue 02 Feb 2027 Returns Tue 09 Feb 2027 From Miami Miami Nassau At sea St. Thomas St. Maarten At sea Miami Interior from $1,043 pp Ocean View from $1,111 pp Balcony from $1,403 pp Suite from $2,133 pp Plus $138.55 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 7 nights · Southern Caribbean Southern Caribbean Isles Lyra, Celestia class Sails Wed 03 Feb 2027 Returns Wed 10 Feb 2027 From San Juan San Juan St. Thomas Basseterre St. Lucia Barbados At sea St. Maarten San Juan Interior from $971 pp Ocean View from $1,040 pp Balcony from $1,314 pp Suite from $2,001 pp Plus $194.17 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK
Limited availability 5 nights · Eastern Caribbean Eastern Caribbean Sampler Solstice, Vanguard class Sails Wed 03 Feb 2027 Returns Mon 08 Feb 2027 From San Juan San Juan St. Thomas Basseterre St. Maarten At sea San Juan Interior from $745 pp Ocean View from $793 pp Balcony from $1,002 pp Suite from $1,524 pp Plus $127.33 per person taxes, fees & port expenses. Fares are per person, double occupancy, base fare only. Compare BOOK