Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 22 2026
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$1,805
per person
$258 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 13 2026
San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan, Grenada, Bequia, Mayreau, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$3,642
per person
$260 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 15 2026
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$3,642
per person
$260 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, San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$3,788
per person
$271 per person per day
Onboard Star Legend
Roundtrip · San Juan
Mon, Jan 10 2028
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan, St. Maarten, St. Barts, St. Kitts, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$3,902
per person
$279 per person per day
Onboard Star Legend
Roundtrip · San Juan
Mon, Dec 20 2027
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$3,902
per person
$279 per person per day
Onboard Star Legend
Roundtrip · San Juan
Mon, Jan 17 2028
San Juan, St. Maarten, St. Barts, St. Kitts, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$3,902
per person
$279 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Dec 19 2026
St. Maarten, St. Barts, Antigua, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Maarten, St. Maarten
Rates Starting At
$1,979
per person
$283 per person per day
Onboard Star Pride
Boston → San Juan
Tue, Oct 20 2026
Hamilton/BERMUDA, Hamilton/BERMUDA, St. George's/BERMUDA, St. George's/BERMUDA, San Juan, San Juan
Rates Starting At
$2,288
per person
$286 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, San Juan
Rates Starting At
$2,032
per person
$290 per person per day
Onboard Star Pride
Roundtrip · San Juan
Mon, Mar 13 2028
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$4,070
per person
$291 per person per day
Onboard Star Pride
Roundtrip · San Juan
Mon, Mar 20 2028
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$4,070
per person
$291 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sun, Dec 12 2027
St. Maarten, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Barts, St. Maarten, St. Maarten, San Jose, Costa Rica, St. Barts, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, Jeju Isl./S. KOREA, St. Maarten, St. Maarten
Rates Starting At
$4,392
per person
$293 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sun, Dec 19 2027
St. Maarten, San Jose, Costa Rica, St. Barts, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, Jeju Isl./S. KOREA, St. Maarten, St. Maarten, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Barts, St. Maarten, St. Maarten
Rates Starting At
$4,512
per person
$301 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 15 2026
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$2,110
per person
$301 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, St. Maarten
Rates Starting At
$2,167
per person
$310 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, Barbados
Rates Starting At
$2,291
per person
$327 per person per day
Onboard Star Legend
Roundtrip · San Juan
Mon, Jan 10 2028
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$2,411
per person
$344 per person per day
Onboard Star Legend
Roundtrip · San Juan
Mon, Dec 27 2027
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$2,411
per person
$344 per person per day
Onboard Star Legend
Roundtrip · San Juan
Mon, Jan 24 2028
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$2,411
per person
$344 per person per day