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
Rates Starting At
$2,443
per person
$349 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
Rates Starting At
$2,443
per person
$349 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
Rates Starting At
$2,516
per person
$359 per person per day
Onboard Star Pride
Roundtrip · San Juan
Mon, Mar 27 2028
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$2,516
per person
$359 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 20 2026
San Juan, Grenada, Bequia, Mayreau, Marmaris/TURKEY, San Juan, San Juan
Rates Starting At
$2,533
per person
$362 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
Rates Starting At
$2,548
per person
$364 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
Rates Starting At
$2,565
per person
$366 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, San Juan
Rates Starting At
$2,565
per person
$366 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, St. Maarten
Rates Starting At
$2,228
per person
$371 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Nov 22 2026
San Juan, Grenada, Bequia, Mayreau, Les Saintes, Guadeloupe, Marmaris/TURKEY, San Juan, San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$5,638
per person
$403 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Jan 16 2027
St. Maarten, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Barts, Antigua, St. Maarten, St. Maarten
Rates Starting At
$2,820
per person
$403 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
Rates Starting At
$3,388
per person
$424 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Jan 30 2027
St. Maarten, Road Bay, Anguilla, Sopers Hole, British Virgin Islands, Jost Van Dyke Isl., Jost Van Dyke Isl., Virgin Gorda, St. Barts, Antigua, St. Maarten, St. Maarten
Rates Starting At
$3,113
per person
$445 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Dec 26 2026
St. Maarten, St. Barts, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Maarten, St. Maarten
Rates Starting At
$3,272
per person
$467 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Mar 20 2027
St. Maarten, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Barts, St. Maarten, St. Maarten
Rates Starting At
$3,272
per person
$467 per person per day
Onboard Star Pride
Boston → San Juan
Fri, Oct 22 2027
Hamilton/BERMUDA, Hamilton/BERMUDA, St. George's/BERMUDA, St. George's/BERMUDA, St. Barts, Virgin Gorda, San Juan, San Juan
Rates Starting At
$5,377
per person
$538 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 20 2026
San Juan, Grenada, Bequia, Mayreau, Marmaris/TURKEY, San Juan, San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$9,082
per person
$649 per person per day
Onboard Wind Surf
Roundtrip · St. Maarten
Sat, Jan 23 2027
St. Maarten, Jeju Isl./S. KOREA, Dominica, Mayreau, Les Saintes, Guadeloupe, St. Kitts, St. Barts, St. Maarten, St. Maarten
Rates Starting At
$4,847
per person
$692 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Jan 10 2027
San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan, San Juan
Rates Starting At
$5,803
per person
$829 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, San Juan
Rates Starting At
$6,818
per person
$974 per person per day