Royal Caribbean International

Vision of the Seas

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

Jan 9, 2028 · 7 nights

$1,713 suite · $245/night

Princess Cruises

Emerald Princess

San Juan → Tortola → Castries → San Juan

Mar 5, 2028 · 14 nights

$2,648 balcony · $189/night

9% below typical
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Mar 12, 2028 · 7 nights

$934 interior · $133/night

3% below typical
Princess Cruises

Emerald Princess

San Juan → Saint Thomas → Saint George's → San Juan

Nov 21, 2027 · 14 nights

$1,913 balcony · $137/night

4% below typical
Virgin Voyages

Valiant Lady

San Juan → Saint Thomas → Philipsburg → San Juan

Nov 20, 2026 · 8 nights

$952 interior · $119/night

Explora Journeys

Explora I

San Juan → Basseterre, Saint Kitts → Jeju → San Juan

Dec 20, 2026 · 15 nights

$12,280 suite · $819/night

1% below typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Castries → San Juan

Jan 3, 2027 · 14 nights

$1,606 interior · $115/night

Azamara Cruises

Azamara Journey

San Juan → Saint-John → Road Town → Miami

Jan 5, 2027 · 9 nights

$1,569 interior · $174/night

18% below typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 10, 2027 · 7 nights

$679 interior · $97/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 24, 2027 · 7 nights

$639 interior · $91/night

2% below typical
Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Feb 21, 2027 · 7 nights

$691 interior · $99/night

1% below typical
Royal Caribbean International

Vision of the Seas

San Juan → Tortola → Basseterre, Saint Kitts → San Juan

Mar 14, 2027 · 7 nights

$650 interior · $93/night

7% below typical
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 → Basseterre, Saint Kitts → Marmaris → San Juan

Nov 1, 2027 · 14 nights

$4,224 oceanview · $302/night

Azamara Cruises

Azamara Quest

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

Nov 6, 2027 · 8 nights

$2,269 interior · $284/night

Windstar Cruises

Star Pride

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

Nov 8, 2027 · 7 nights

$2,411 oceanview · $344/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

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