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210 Results

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Two colorful striped beach chairs sit on the white sand beach of Great Stirrup Cay, Bahamas, facing the clear turquoise water under a bright blue sky with palm fronds overhead.
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay, Dominican Republic & Tortola From Miami, Florida

Miami
Puerto Plata
St. Thomas (Charlotte Amalie)
Roadtown
Great Stirrup Cay

Aboard

Norwegian Luna

From

Miami, Florida

1 Sailing

Oct 31, 2026

1 Sailing

Oct 31, 2026

Published prices from

$609

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to 60% off 2nd Guest + Kids Sail Free*
Royal Caribbean logo

5-night Eastern Caribbean & Perfect Day Cruise From Miami, Florida

Miami
Puerto Plata
Perfect Day at CocoCay

Aboard

Freedom of the Seas

From

Miami, Florida

3 Sailings

Oct 31, 2026 - Jan 4, 2027

3 Sailings

Oct 31, 2026 - Jan 4, 2027

Published prices from

$450

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

14 nights East Caribbean From Miami, Florida

Miami
Puerto Plata
San Juan
Ocean Cay
Isla de Utila
+3 more

Aboard

MSC World America

From

Miami, Florida

50 Sailings

Oct 31, 2026 - Oct 14, 2028

50 Sailings

Oct 31, 2026 - Oct 14, 2028

Published prices from

$1,266

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

7 nights East Caribbean From Miami, Florida

Miami
Puerto Plata
San Juan
Ocean Cay

Aboard

MSC World America

From

Miami, Florida

53 Sailings

Oct 31, 2026 - Oct 28, 2028

53 Sailings

Oct 31, 2026 - Oct 28, 2028

Published prices from

$558

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
50% Off + Kids Sail FREE + FREE Pre-Paid Tips*
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

Port Canaveral
Puerto Plata
St. Thomas (Charlotte Amalie)
Roadtown
Great Stirrup Cay

Aboard

Norwegian Prima

From

Port Canaveral, Florida

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$509

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

14-night An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Gustavia
Road Bay
+6 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

47-night Footsteps of Columbus Voyage From Barcelona, Spain

Barcelona
Palma de Mallorca
Alicante
Cartagena (Spain)
Malaga
+24 more

Aboard

Insignia

From

Barcelona, Spain

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$28,049

per person*

taxes & fees included

Colorful buildings in Las Palmas, Spain.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

22-night Flamenco to Flamingos Voyage From Barcelona, Spain

Barcelona
Palma de Mallorca
Alicante
Cartagena (Spain)
Malaga
+10 more

Aboard

Insignia

From

Barcelona, Spain

1 Sailing

Nov 2, 2026

1 Sailing

Nov 2, 2026

Published prices from

$12,649

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Norwegian Cruise Line logo.

5-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

Port Canaveral
Great Stirrup Cay
Puerto Plata

Aboard

Norwegian Getaway

From

Port Canaveral, Florida

7 Sailings

Nov 6, 2026 - Mar 31, 2027

7 Sailings

Nov 6, 2026 - Mar 31, 2027

Published prices from

$309

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-night St. Thomas & St. Kitts Cruise From Port Canaveral, Florida

Port Canaveral
Puerto Plata
St. Thomas (Charlotte Amalie)
Basseterre

Aboard

Celebrity Apex

From

Port Canaveral, Florida

11 Sailings

Nov 7, 2026 - Apr 10, 2027

11 Sailings

Nov 7, 2026 - Apr 10, 2027

Published prices from

$1,169

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Save 35% + Kids Sail FREE*
MSC Cruises logo

14 nights West Caribbean From Miami, Florida

Miami
Isla de Utila
Costa Maya
Cozumel
Ocean Cay
+3 more

Aboard

MSC World America

From

Miami, Florida

50 Sailings

Nov 7, 2026 - Oct 21, 2028

50 Sailings

Nov 7, 2026 - Oct 21, 2028

Published prices from

$1,256

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Miami, Florida

Miami
Puerto Plata
St. Thomas (Charlotte Amalie)
Roadtown
Great Stirrup Cay

Aboard

Norwegian Aqua

From

Miami, Florida

21 Sailings

Nov 8, 2026 - Mar 28, 2027

21 Sailings

Nov 8, 2026 - Mar 28, 2027

Published prices from

$439

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to $500 FREE Onboard Credit*+ 4 more offers
TCW EXCLUSIVE
Celebrity Cruise Line logo

7-night Puerto Plata & St. Maarten Cruise From Miami, Florida

Miami
St. Maarten (Philipsburg)
St. Thomas (Charlotte Amalie)
Puerto Plata

Aboard

Celebrity Xcel

From

Miami, Florida

3 Sailings

Nov 8, 2026 - Mar 14, 2027

3 Sailings

Nov 8, 2026 - Mar 14, 2027

Published prices from

$1,143

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

14-night An Extended Journey Of Blissful Escapes & Shoreline Splendour From Miami, Florida

Miami
Providenciales
Puerto Plata
Casa de Campo
Jost Van Dyke
+7 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Nov 8, 2026

1 Sailing

Nov 8, 2026

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

7-night A Journey Through Beguiling Caribbean Coastlines & Lush Landscapes From Miami, Florida

Miami
Providenciales
Puerto Plata
Casa de Campo
Jost Van Dyke
+3 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Nov 8, 2026

1 Sailing

Nov 8, 2026

Published prices from

$7,450

per person*

taxes & fees included

Statue of Liberty and Manhattan skyline.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

12-night Caribbean Cruise: Dominican Republic & St. Thomas From New York City, New York

New York City
Puerto Plata
San Juan
Basseterre
Roadtown
+3 more

Aboard

Norwegian Bliss

From

New York City, New York

7 Sailings

Nov 9, 2026 - Mar 1, 2027

7 Sailings

Nov 9, 2026 - Mar 1, 2027

Published prices from

$1,119

per person*

taxes & fees included

A beautiful view from Fort King George in Scarborough, Tobago, with historic cannons overlooking the Caribbean Sea and the town below, framed by lush tropical trees.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

40-night Amazon & Tropical Isles Voyage From Lisbon, Portugal

Lisbon
Arrecife
Las Palmas (Gran Canaria)
Santa Cruz de La Palma
San Juan
+17 more

Aboard

Insignia

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

Published prices from

$23,299

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Oceania Cruises

15-night Canaries to Caribbean Voyage From Lisbon, Portugal

Lisbon
Arrecife
Las Palmas (Gran Canaria)
Santa Cruz de La Palma
San Juan
+3 more

Aboard

Insignia

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

Published prices from

$3,949

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.

3-night Caribbean from Orlando to San Juan Cruise: Puerto Plata From Port Canaveral, Florida

Port Canaveral
Puerto Plata
San Juan

Aboard

Norwegian Prima

From

Port Canaveral, Florida

1 Sailing

Nov 12, 2026

1 Sailing

Nov 12, 2026

Published prices from

$449

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

10 nights East Caribbean From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Basseterre
Philipsburg
St. John's
+3 more

Aboard

MSC Poesia

From

Miami, Florida

1 Sailing

Nov 12, 2026

1 Sailing

Nov 12, 2026

Published prices from

$1,069

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

21 nights East Caribbean From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Basseterre
Philipsburg
St. John's
+9 more

Aboard

MSC Poesia

From

Miami, Florida

1 Sailing

Nov 12, 2026

1 Sailing

Nov 12, 2026

Published prices from

$2,435

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
Up to $500 FREE Onboard Credit*+ 5 more offers
TCW EXCLUSIVE
Norwegian Cruise Line logo.

7-night Caribbean Cruise: Great Stirrup Cay & Dominican Republic From Port Canaveral, Florida

Port Canaveral
Puerto Plata
St. Thomas (Charlotte Amalie)
Roadtown
Great Stirrup Cay

Aboard

Norwegian Escape

From

Port Canaveral, Florida

18 Sailings

Nov 13, 2026 - Mar 26, 2027

18 Sailings

Nov 13, 2026 - Mar 26, 2027

Published prices from

$399

per person*

taxes & fees included

Peaceful sunrise over a sandy Florida beach with sea oats in Port Canaveral.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
MSC Cruises logo

14 nights West Caribbean From Port Canaveral, Florida

Port Canaveral
Nassau
Ocean Cay
Cozumel
Costa Maya
+2 more

Aboard

MSC Grandiosa

From

Port Canaveral, Florida

25 Sailings

Nov 14, 2026 - Oct 16, 2027

25 Sailings

Nov 14, 2026 - Oct 16, 2027

Published prices from

$802

per person*

taxes & fees included

The welcome sign with a hot air balloon, and the Daredevil Tower waterslides in the background at Cococay, Royal Caribbean's private island.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Royal Caribbean logo

7-night Eastern Caribbean & Perfect Day Cruise From Miami, Florida

Miami
Perfect Day at CocoCay
St. Thomas (Charlotte Amalie)
Puerto Plata

Aboard

Independence of the Seas

From

Miami, Florida

8 Sailings

Nov 15, 2026 - Apr 18, 2027

8 Sailings

Nov 15, 2026 - Apr 18, 2027

Published prices from

$604

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

14-night An Extended Journey Of Tropical Harmony & Natural Wonders From San Juan, Puerto Rico

San Juan
Road Bay
St. John's
St. Croix
Catalina Island/Casa de Campo
+6 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 15, 2026

1 Sailing

Nov 15, 2026

Published prices from

$10,115

per person*

taxes & fees included

  • Showing results 1 - 24 of 210


*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.