Royal Caribbean International

Grandeur of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Bridgetown → San Juan

Oct 2, 2027 · 7 nights

$716 oceanview · $102/night

6% below typical
Windstar Cruises

Star Pride

San Juan → Saint George's → Marmaris → San Juan

Nov 8, 2027 · 7 nights

$2,411 oceanview · $344/night

Celebrity Cruises

Celebrity Summit

San Juan → Roseau → Charlotte Amalie, Saint Thomas → San Juan

Nov 21, 2027 · 7 nights

$600 interior · $86/night

Azamara Cruises

Azamara Quest

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Nov 21, 2027 · 7 nights

$1,699 interior · $243/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Marmaris → San Juan

Nov 22, 2027 · 7 nights

$2,411 oceanview · $344/night

Royal Caribbean International

Rhapsody of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Castries → San Juan

Nov 27, 2027 · 7 nights

$710 interior · $101/night

Windstar Cruises

Star Pride

San Juan → Catalina Island → San Blas Islands → Colón (Panama Canal)

Nov 29, 2027 · 7 nights

$2,416 oceanview · $345/night

Royal Caribbean International

Vision of the Seas

San Juan → Bridgetown → Charlotte Amalie, Saint Thomas → San Juan

Dec 5, 2027 · 7 nights

$636 interior · $91/night

Azamara Cruises

Azamara Quest

San Juan → Spanish Town (Virgin Gorda) → Scarborough → Bridgetown

Dec 5, 2027 · 7 nights

$1,789 interior · $256/night

Royal Caribbean International

Rhapsody of the Seas

San Juan → Charlotte Amalie, Saint Thomas → San Juan

Dec 18, 2027 · 6 nights

$768 interior · $128/night

Explora Journeys

Explora II

San Juan → Road Town → Saint-Barthélemy → Miami

Dec 19, 2027 · 7 nights

$4,580 suite · $654/night

5% below typical
Windstar Cruises

Star Legend

San Juan → Basseterre, Saint Kitts → Saint-Barthélemy → San Juan

Dec 20, 2027 · 7 nights

$2,443 oceanview · $349/night

Explora Journeys

Explora II

San Juan → Road Town → Ocean Cay → Miami

Jan 2, 2028 · 7 nights

$3,820 suite · $546/night

5% below typical
Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Jan 3, 2028 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Legend

San Juan → Philipsburg → Spanish Town (Virgin Gorda) → San Juan

Jan 17, 2028 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Legend

San Juan → Saint George's → Marmaris → San Juan

Jan 24, 2028 · 7 nights

$2,411 oceanview · $344/night

Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Philipsburg → San Juan

Jan 31, 2028 · 7 nights

$2,443 oceanview · $349/night

Explora Journeys

Explora IV

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Feb 5, 2028 · 7 nights

$3,820 suite · $546/night

5% below typical
Windstar Cruises

Star Pride

San Juan → Saint George's → Marmaris → San Juan

Mar 13, 2028 · 7 nights

$2,411 oceanview · $344/night

Royal Caribbean International

Vision of the Seas

San Juan → Charlotte Amalie, Saint Thomas → Oranjestad → San Juan

Mar 19, 2028 · 7 nights

$862 oceanview · $123/night

1% below typical

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