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
$2,723
per person
$389 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
$2,782
per person
$397 per person per day
Onboard Star Legend
Aruba → Barbados
Mon, Feb 22 2027
Aruba, Curacao, KRALENDIJK, BONAIRE, Grenada, Rodney Bay, Mayreau, Bequia, Barbados
Rates Starting At
$3,243
per person
$405 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
Rates Starting At
$2,887
per person
$412 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
Rates Starting At
$3,468
per person
$434 per person per day
Onboard Star Pride
Boston → San Juan
Fri, Oct 22 2027
Boston, Hamilton/BERMUDA, Hamilton/BERMUDA, St. George's/BERMUDA, St. George's/BERMUDA, St. Barts, Virgin Gorda, San Juan, St. Kitts, St. Barts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$7,400
per person
$435 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
Rates Starting At
$3,202
per person
$457 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
Rates Starting At
$3,288
per person
$470 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
Rates Starting At
$3,447
per person
$492 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
$5,476
per person
$498 per person per day
Onboard Star Pride
Roundtrip · San Juan
Sun, Dec 20 2026
San Juan, Grenada, Bequia, Mayreau, Guadeloupe , Marmaris/TURKEY, San Juan, St. Barts, St. Kitts, St. Maarten, Jost Van Dyke Isl., Virgin Gorda, San Juan
Rates Starting At
$7,094
per person
$507 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
$3,598
per person
$514 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
$3,209
per person
$535 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
$3,708
per person
$618 per person per day