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St. Croix

St. John's

Fort de France

Aboard

Rhapsody of the Seas

From

San Juan, Puerto Rico

41 Sailings

Oct 3, 2026 - Apr 15, 2028

41 Sailings

Oct 3, 2026 - Apr 15, 2028

Published prices from

$519

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

11-night Gems Of The Leeward Islands Cruise From San Juan, Puerto Rico

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Oct 28, 2026

1 Sailing

Oct 28, 2026

Published prices from

$3,966

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

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

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$16,640

per person*

taxes & fees included

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

7-night A Journey Into Caribbean Exploration & Island Delights From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$4,480

per person*

taxes & fees included

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

St. Vincent (Kingstown)

Aboard

Vision of the Seas

From

San Juan, Puerto Rico

42 Sailings

Nov 1, 2026 - Apr 16, 2028

42 Sailings

Nov 1, 2026 - Apr 16, 2028

Published prices from

$529

per person*

taxes & fees included

10-night West Indies Explorer Cruise From San Juan, Puerto Rico

+4 more

Aboard

Viking Sea

From

San Juan, Puerto Rico

25 Sailings

Nov 5, 2026 - Jan 29, 2029

25 Sailings

Nov 5, 2026 - Jan 29, 2029

Published prices from

$3,599

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.

7-night Southern Caribbean Voyage: Antigua, Grenada & Barbados From San Juan, Puerto Rico

+3 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

3 Sailings

Nov 7 - Dec 5, 2026

3 Sailings

Nov 7 - Dec 5, 2026

Published prices from

$1,189

per person*

taxes & fees included

14-night Caribbean Voyage: San Juan, St. Lucia & St. Kitts From San Juan, Puerto Rico

+9 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

7-night Windward Islands Surf & Sunsets Cruise From San Juan, Puerto Rico

Aboard

Star Pride

From

San Juan, Puerto Rico

9 Sailings

Nov 8, 2026 - Mar 27, 2028

9 Sailings

Nov 8, 2026 - Mar 27, 2028

Published prices from

$2,411

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

14-night Star Collector: Lovely Leewards Cruise From San Juan, Puerto Rico

Up to $500 FREE Onboard Credit*+ 5 more offers

+8 more

Aboard

Star Pride

From

San Juan, Puerto Rico

14 Sailings

Nov 8, 2026 - Mar 20, 2028

14 Sailings

Nov 8, 2026 - Mar 20, 2028

Published prices from

$4,014

per person*

taxes & fees included

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.

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

Basseterre

Castries

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

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

$849

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.

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

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

$10,200

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

7-night A Journey Of Blissful Escapes & Island Splendour From San Juan, Puerto Rico

Catalina Island/Casa de Campo

+3 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 15, 2026

1 Sailing

Nov 15, 2026

Published prices from

$4,200

per person*

taxes & fees included

7-night San Juan & The Virgin Islands Cruise From San Juan, Puerto Rico

Up to $500 FREE Onboard Credit*+ 4 more offers

Aboard

Star Pride

From

San Juan, Puerto Rico

8 Sailings

Nov 15, 2026 - Mar 20, 2028

8 Sailings

Nov 15, 2026 - Mar 20, 2028

Published prices from

$2,443

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.

11-night Southern Caribbean Intensive Cruise From San Juan, Puerto Rico

Aboard

Celebrity Constellation

From

San Juan, Puerto Rico

1 Sailing

Nov 17, 2026

1 Sailing

Nov 17, 2026

14-night Caribbean Voyage: San Juan, Antigua & Barbados From San Juan, Puerto Rico

Up to $500 FREE Onboard Credit*+ 5 more offers

+9 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2026

1 Sailing

Nov 21, 2026

Published prices from

$4,799

per person*

taxes & fees included

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

Roadtown

Basseterre

Castries

Up to $500 FREE Onboard Credit*+ 4 more offers

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 beautiful panoramic view of Roseau, Dominica, with a colorful town nestled between the deep blue Caribbean Sea and a backdrop of lush green, volcanic mountains.

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

St. Thomas (Charlotte Amalie)

Aboard

Celebrity Constellation

From

San Juan, Puerto Rico

18 Sailings

Nov 28, 2026 - Mar 27, 2027

18 Sailings

Nov 28, 2026 - Mar 27, 2027

Published prices from

$662

per person*

taxes & fees included

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

14-night An Extended Journey Through Golden Shores & Island Grace From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 29, 2026

1 Sailing

Nov 29, 2026

Published prices from

$10,835

per person*

taxes & fees included

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

7-night A Journey Through A Caribbean Tapestry Of Serenity & Splendour From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 29, 2026

1 Sailing

Nov 29, 2026

Published prices from

$5,325

per person*

taxes & fees included

13-night Caribbean Voyage: San Juan, Antigua & St. Lucia From San Juan, Puerto Rico

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

+8 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

Published prices from

$7,849

per person*

taxes & fees included

15-night An Extended Journey Through Wild Beauty And Tropical Festivities From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Dec 13, 2026

1 Sailing

Dec 13, 2026

Published prices from

$10,985

per person*

taxes & fees included

FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers

7-night A Journey Through Caribbean Gems & Multi-Coloured Coasts From San Juan, Puerto Rico

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Dec 13, 2026

1 Sailing

Dec 13, 2026

Published prices from

$4,200

per person*

taxes & fees included

An aerial view of the vast Amazon River in Peru, meandering through a dense, green rainforest with a small floating lodge anchored along its banks.

21-night From The Caribbean To The Amazon Cruise From San Juan, Puerto Rico

Aboard

Viking Sea

From

San Juan, Puerto Rico

3 Sailings

Dec 15, 2026 - Feb 8, 2029

3 Sailings

Dec 15, 2026 - Feb 8, 2029

Published prices from

$11,999

per person*

taxes & fees included

A stunning view of Port Elizabeth in Bequia, St. Vincent and the Grenadines, with a sandy beach lined with palm trees and a building on the shore, and numerous sailboats anchored in the calm turquoise bay.

10-night Southern Caribbean Voyage: Antigua, St.Barts & Martinique From San Juan, Puerto Rico