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12 Results

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An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-trip San Juan Cruise: St. Thomas & Tortola From San Juan, Puerto Rico

San Juan
St. Maarten (Philipsburg)
Basseterre
Bridgetown (Barbados)
Castries
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

10 Sailings

Nov 15, 2026 - Mar 18, 2028

10 Sailings

Nov 15, 2026 - Mar 18, 2028

Published prices from

$819

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-Trip San Juan Cruise: Barbados & St. Thomas From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Bridgetown (Barbados)
Castries
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

17 Sailings

Nov 22, 2026 - Apr 15, 2028

17 Sailings

Nov 22, 2026 - Apr 15, 2028

Published prices from

$949

per person*

taxes & fees included

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-Trip San Juan Cruise: St. Thomas & Tortola From San Juan, Puerto Rico

San Juan
Oranjestad
St. Maarten (Philipsburg)
St. Thomas (Charlotte Amalie)
Roadtown

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

2 Sailings

Dec 20, 2026 - Mar 28, 2027

2 Sailings

Dec 20, 2026 - Mar 28, 2027

Published prices from

$859

per person*

taxes & fees included

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-trip San Juan Cruise: Barbados & St. Thomas From San Juan, Puerto Rico

San Juan
St. Maarten (Philipsburg)
Basseterre
Bridgetown (Barbados)
Castries
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

3 Sailings

Dec 27, 2026 - Feb 14, 2027

3 Sailings

Dec 27, 2026 - Feb 14, 2027

Published prices from

$1,159

per person*

taxes & fees included

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-Trip San Juan Cruise: Curacao & Aruba From San Juan, Puerto Rico

San Juan
St. Thomas (Charlotte Amalie)
Roadtown
Oranjestad
Willemstad

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

3 Sailings

Jan 3 - Mar 14, 2027

3 Sailings

Jan 3 - Mar 14, 2027

Published prices from

$989

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-trip San Juan Cruise: Curacao & St. Thomas From San Juan, Puerto Rico

San Juan
Kralendijk
St. Maarten (Philipsburg)
St. Thomas (Charlotte Amalie)
Roadtown

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

1 Sailing

Jan 17, 2027

1 Sailing

Jan 17, 2027

Published prices from

$989

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-trip Miami Cruise: Curacao & Aruba From San Juan, Puerto Rico

San Juan
Roadtown
St. Thomas (Charlotte Amalie)
Oranjestad
Willemstad

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

1 Sailing

Mar 7, 2027

1 Sailing

Mar 7, 2027

Published prices from

$1,339

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

17-night Transatlantic Cruise From San Juan To Rome: Italy, France & Spain From San Juan, Puerto Rico

San Juan
Ponta Delgada (Azores)
Funchal (Madeira)
Melilla
Granada (Motril)
+7 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

1 Sailing

Apr 4, 2027

1 Sailing

Apr 4, 2027

Published prices from

$2,619

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-Trip San Juan Cruise From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Bridgetown (Barbados)
Castries
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

1 Sailing

Dec 4, 2027

1 Sailing

Dec 4, 2027

Published prices from

$1,259

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Round-trip San Juan Cruise: Tortola & Barbados From San Juan, Puerto Rico

San Juan
St. Thomas (Charlotte Amalie)
Basseterre
St. Maarten (Philipsburg)
Bridgetown (Barbados)
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

4 Sailings

Dec 11, 2027 - Feb 5, 2028

4 Sailings

Dec 11, 2027 - Feb 5, 2028

Published prices from

$1,189

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Eastern Caribbean from San Juan Cruise: Tortola & St. Thomas From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Bridgetown (Barbados)
St. John's
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

1 Sailing

Jan 15, 2028

1 Sailing

Jan 15, 2028

Published prices from

$1,189

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to 50% off + Kids Sail Free*
Norwegian Cruise Line logo.

7-night Western Caribbean Cruise From San Juan, Puerto Rico

San Juan
Cabo Rojo
Falmouth (Jamaica)
Grand Cayman (George Town)
Cozumel
+2 more

Aboard

Norwegian Prima

From

San Juan, Puerto Rico

1 Sailing

Apr 22, 2028

1 Sailing

Apr 22, 2028

Published prices from

$899

per person*

taxes & fees included

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.