Onboard Star Legend
Barbados → Aruba
Fri, Nov 27 2026
Barbados, Anses D'arlet, Martinique, Rodney Bay, Rodney Bay, Casablanca/MOROCCO , Mayreau, Grenada, Bequia, Barbados, Rodney Bay, Bequia, Mayreau, Grenada, Curacao, Aruba
Rates Starting At
$3,422
per person
$228 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 8 2026
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan
Rates Starting At
$1,691
per person
$242 per person per day
Onboard Star Legend
Barbados → Aruba
Fri, Dec 4 2026
Barbados, Rodney Bay, Bequia, Mayreau, Grenada, Curacao, Aruba
Rates Starting At
$1,995
per person
$249 per person per day
Onboard Star Legend
Roundtrip · Barbados
Fri, Nov 27 2026
Barbados, Anses D'arlet, Martinique, Rodney Bay, Rodney Bay, Casablanca/MOROCCO , Mayreau, Grenada, Bequia, Barbados
Rates Starting At
$1,767
per person
$252 per person per day
Onboard Star Pride
Roundtrip · San Juan
Mon, Nov 1 2027
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan
Rates Starting At
$4,574
per person
$327 per person per day
Onboard Star Pride
Roundtrip · San Juan
Mon, Nov 8 2027
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan
Rates Starting At
$2,586
per person
$369 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 6 2026
San Juan, Grenada, Bequia, Mayreau, Guadeloupe , Marmaris/TURKEY, San Juan
Rates Starting At
$2,715
per person
$388 per person per day
Onboard Star Pride
Roundtrip · San Juan
Mon, Nov 1 2027
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$2,793
per person
$399 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 29 2026
San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, Grenada, Bequia, Mayreau, Guadeloupe , Marmaris/TURKEY, San Juan
Rates Starting At
$5,962
per person
$426 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Feb 27 2027
St. Maarten, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Barts, Road Bay, Anguilla, Antigua, St. Maarten
Rates Starting At
$3,078
per person
$440 per person per day
Onboard Star Pride
Roundtrip · San Juan
Wed, Oct 28 2026
San Juan, St. Barts, St. Kitts, Antigua, Les Saintes, Guadeloupe, Rodney Bay, Grenada, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$4,919
per person
$447 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Mar 6 2027
St. Maarten, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Barts, St. Maarten
Rates Starting At
$3,202
per person
$457 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Jan 2 2027
St. Maarten, Antigua, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Barts, St. Maarten
Rates Starting At
$3,463
per person
$495 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 29 2026
San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$3,475
per person
$496 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Mar 13 2027
St. Maarten, Antigua, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Barts, St. Maarten
Rates Starting At
$3,078
per person
$513 per person per day
Onboard Wind Star
Barbados → Colon/PANAMA
Tue, Nov 24 2026
Barbados, Bequia, Grenada, KRALENDIJK, BONAIRE, Curacao, Aruba, Cartagena/COLOMBIA, San Blas Isl./PANAMA, Colon/PANAMA
Rates Starting At
$5,696
per person
$518 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Jan 9 2027
St. Maarten, Jeju Isl./S. KOREA, Les Saintes, Guadeloupe, Mayreau, Dominica, St. Kitts, St. Barts, St. Maarten
Rates Starting At
$3,727
per person
$532 per person per day
Onboard Star Pride
Aruba → San Juan
Mon, Mar 6 2028
Aruba, Curacao, KRALENDIJK, BONAIRE, St. Barts, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$3,489
per person
$582 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 27 2026
San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$4,158
per person
$594 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 27 2026
San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, Grenada, Bequia, Mayreau, Guadeloupe , Marmaris/TURKEY, San Juan
Rates Starting At
$8,354
per person
$597 per person per day