Azamara Cruises

Azamara Quest

San Juan → Spanish Town (Virgin Gorda) → Saint John's → San Juan

Nov 21, 2027 · 14 nights

$3,329 interior · $238/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

SeaDream Yacht Club

SeaDream II

San Juan → Cruz Bay, Saint John → Norman Island → San Juan

Nov 7, 2027 · 6 nights

$3,834 oceanview · $639/night

Explora Journeys

Explora IV

San Juan → Jeju → Ocean Cay → Miami

Nov 13, 2027 · 7 nights

$4,130 suite · $590/night

2% below typical
Emerald Cruises

Emerald Kaia

San Juan → Esperanza → Norman Island → San Juan

Nov 20, 2027 · 14 nights

$14,303 oceanview · $1,022/night

SeaDream Yacht Club

SeaDream II

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

Nov 20, 2027 · 7 nights

$3,602 oceanview · $515/night

Explora Journeys

Explora IV

San Juan → Saint-Barthélemy → Ocean Cay → Miami

Nov 27, 2027 · 7 nights

$4,130 suite · $590/night

2% below typical
Viking Cruises

Viking Sea

San Juan → Saint Thomas → Frederiksted, Saint Croix → San Juan

Nov 27, 2027 · 10 nights

$4,499 balcony · $450/night

2% below typical
Windstar Cruises

Star Pride

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

Nov 1, 2027 · 7 nights

$2,443 oceanview · $349/night

SeaDream Yacht Club

SeaDream I

San Juan → Culebra Island → Beef Island, Tortola → Charlotte Amalie, Saint Thomas

Nov 7, 2027 · 7 nights

$3,990 oceanview · $570/night

2% above typical
SeaDream Yacht Club

SeaDream II

San Juan → Culebra Island → Spanish Town (Virgin Gorda) → San Juan

Nov 13, 2027 · 7 nights

$4,086 oceanview · $584/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Quepos → Puerto Caldera

Nov 22, 2027 · 21 nights

$7,460 oceanview · $355/night

Windstar Cruises

Star Pride

San Juan → Catalina Island → Quepos → Puerto Caldera

Nov 29, 2027 · 14 nights

$5,364 oceanview · $383/night

1% below typical
Disney Cruise Line

Disney Wish

San Juan → Oranjestad → Philipsburg → San Juan

Nov 5, 2027 · 7 nights

$2,185 interior · $312/night

4% above typical
Windstar Cruises

Star Pride

San Juan → Saint George's → San Blas Islands → Colón (Panama Canal)

Nov 22, 2027 · 14 nights

$4,197 oceanview · $300/night

Viking Cruises

Viking Sky

San Juan → Saint Thomas → Frederiksted, Saint Croix → San Juan

Nov 29, 2027 · 10 nights

$4,799 balcony · $480/night

4% above typical
Celebrity Cruises

Celebrity Summit

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

Nov 7, 2027 · 7 nights

$744 oceanview · $106/night

9% above typical
Celebrity Cruises

Celebrity Summit

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

Nov 14, 2027 · 7 nights

$587 interior · $84/night

3% above typical

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