Princess Cruises

Enchanted Princess

Fort Lauderdale → Puerto Plata → Basseterre, Saint Kitts → Fort Lauderdale

Dec 17, 2026 · 10 nights

$1,179 interior · $118/night

Celebrity Cruises

Celebrity Beyond

Fort Lauderdale → Basseterre, Saint Kitts → Coco Cay → Fort Lauderdale

Dec 20, 2026 · 7 nights

$1,051 interior · $150/night

1% below typical
Celebrity Cruises

Celebrity Apex

Port Canaveral → Puerto Plata → Basseterre, Saint Kitts → Port Canaveral

Jan 2, 2027 · 7 nights

$1,207 interior · $172/night

4% above typical
Carnival Cruise Line

Carnival Dream

Galveston → Ocho Rios → Puerto Plata → Galveston

Jan 2, 2027 · 14 nights

$2,120 balcony · $151/night

Silversea Cruises

Silver Shadow

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

Jan 3, 2027 · 7 nights

$5,100 suite · $729/night

Princess Cruises

Crown Princess

San Juan → Saint Thomas → Bridgetown → San Juan

Jan 3, 2027 · 7 nights

$989 oceanview · $141/night

Windstar Cruises

Star Pride

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

Jan 3, 2027 · 14 nights

$7,304 oceanview · $522/night

5% below typical
Silversea Cruises

Silver Nova

Miami → San Juan → Kralendijk → Bridgetown

Jan 6, 2027 · 12 nights

$7,200 suite · $600/night

Silversea Cruises

Silver Shadow

San Juan → Jost Van Dyke → Saint George's → Bridgetown

Jan 10, 2027 · 10 nights

$5,500 suite · $550/night

Holland America

Rotterdam

Fort Lauderdale → Philipsburg → Cozumel → Fort Lauderdale

Jan 12, 2027 · 21 nights

$2,309 interior · $110/night

5% below typical
Celebrity Cruises

Celebrity Apex

Port Canaveral → Puerto Plata → Basseterre, Saint Kitts → Port Canaveral

Jan 16, 2027 · 7 nights

$1,290 interior · $184/night

Explora Journeys

Explora I

Miami → Ocho Rios → Basseterre, Saint Kitts → San Juan

Jan 20, 2027 · 16 nights

$9,185 suite · $574/night

2% above typical
Explora Journeys

Explora III

Miami → Jeju → Philipsburg → San Juan

Jan 21, 2027 · 8 nights

$6,450 suite · $806/night

8% above typical
Royal Caribbean International

Rhapsody of the Seas

San Juan → Tortola → Frederiksted, Saint Croix → San Juan

Jan 23, 2027 · 7 nights

$513 interior · $73/night

MSC Cruises

MSC Opera

Fort-de-France → Antigua → Bridgetown → Fort-de-France

Jan 29, 2027 · 14 nights

$1,668 interior · $119/night

2% below typical
Explora Journeys

Explora III

San Juan → Road Town → Basseterre, Saint Kitts → San Juan

Jan 29, 2027 · 14 nights

$12,185 suite · $870/night

2% below typical
Explora Journeys

Explora I

Miami → Puerto Plata → Basseterre, Saint Kitts → San Juan

Jan 29, 2027 · 7 nights

$4,690 suite · $670/night

Silversea Cruises

Silver Shadow

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

Jan 30, 2027 · 7 nights

$5,100 suite · $729/night

Explora Journeys

Explora III

Miami → Philipsburg → Basseterre, Saint Kitts → San Juan

Feb 5, 2027 · 7 nights

$6,785 suite · $969/night

2% below typical
Silversea Cruises

Silver Shadow

San Juan → Jost Van Dyke → Saint George's → Bridgetown

Feb 6, 2027 · 10 nights

$4,800 suite · $480/night

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