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

Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Dec 26, 2027 · 14 nights

$1,613 interior · $115/night

5% below typical
Silversea Cruises

Silver Ray

San Juan → Cruz Bay, Saint John → Jost Van Dyke → Miami

Dec 26, 2027 · 8 nights

$5,500 suite · $688/night

2% below typical
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

Silversea Cruises

Silver Dawn

San Juan → Jost Van Dyke → Oranjestad → San Juan

Jan 4, 2028 · 11 nights

$4,700 suite · $427/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 → Philipsburg → Marmaris → San Juan

Jan 17, 2028 · 14 nights

$4,014 oceanview · $287/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
Silversea Cruises

Silver Dawn

San Juan → Basseterre, Saint Kitts → Jost Van Dyke → Miami

Feb 24, 2028 · 8 nights

$4,000 suite · $500/night

Windstar Cruises

Star Pride

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

Mar 13, 2028 · 7 nights

$2,411 oceanview · $344/night

Windstar Cruises

Star Pride

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

Mar 20, 2028 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Pride

San Juan → Basseterre, Saint Kitts → Marmaris → San Juan

Mar 20, 2028 · 14 nights

$4,014 oceanview · $287/night

Windstar Cruises

Star Pride

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

Mar 27, 2028 · 7 nights

$2,411 oceanview · $344/night

Virgin Voyages

Scarlet Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Apr 15, 2028 · 7 nights

$973 interior · $139/night

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