Seabourn Cruises to Caribbean

A serene tropical beach with a hammock and palm trees, representing a relaxing shore excursion on a luxury Seabourn cruise in the Caribbean.

Overview

A Seabourn cruise to the Caribbean offers an ultra-luxury experience that redefines island hopping. These itineraries are crafted to visit not only the popular, bustling ports but also the smaller, more exclusive yacht harbors that larger ships cannot access. Seabourn's intimate vessels provide a private club atmosphere, ensuring personalized service and a focus on enriching the guest experience through "Seabourn Moments."

The voyages explore the diverse beauty of the Caribbean, from the volcanic landscapes and lush rainforests of the Eastern islands to the vibrant coral reefs and white-sand beaches of the Southern and Leeward Antilles. With a mix of signature events like Caviar in the Surf and complimentary water sports from the ship's marina, a Seabourn cruise is designed to deliver a seamless blend of sophisticated relaxation and authentic island adventure.

Upcoming Seabourn Cruises to Caribbean

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105 results

A stunning panoramic view of Rodney Bay on the island of St. Lucia, showing a bustling harbor filled with sailboats, a colorful town, and lush green hills under a bright blue, cloudy sky.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

15-night Southern Caribbean In Depth Cruise From Miami, Florida

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$7,399

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*+ 3 more offers

TCW EXCLUSIVE

8-night Southern Caribbean Gems Cruise From Miami, Florida

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$4,299

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

14-night Leeward Island Jewels Cruise From Miami, Florida

Aboard

Seabourn Quest

From

Miami, Florida

2 Sailings

Nov 22 - Dec 6, 2026

2 Sailings

Nov 22 - Dec 6, 2026

Published prices from

$6,999

per person*

taxes & fees included

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

14-night Exotic Caribbean In Depth Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

7 Sailings

Nov 28, 2026 - Mar 13, 2027

7 Sailings

Nov 28, 2026 - Mar 13, 2027

Published prices from

$6,199

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.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

7-night Classic Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

13 Sailings

Nov 28, 2026 - Mar 11, 2028

13 Sailings

Nov 28, 2026 - Mar 11, 2028

Published prices from

$3,699

per person*

taxes & fees included

An aerial view of Carambola Beach Resort in St. Croix, with red-roofed buildings nestled among lush green tropical trees along the turquoise Caribbean Sea.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

7-night Yachtsman's Caribbean Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+3 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

13 Sailings

Dec 5, 2026 - Mar 18, 2028

13 Sailings

Dec 5, 2026 - Mar 18, 2028

Published prices from

$3,299

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.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

14-night Yachtsman's Caribbean In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

Published prices from

$5,899

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.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

7-night Caribbean Gems Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

2 Sailings

Dec 12, 2026 - Feb 6, 2027

2 Sailings

Dec 12, 2026 - Feb 6, 2027

Published prices from

$3,599

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

16-night Leeward Island Holiday Cruise From Miami, Florida

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$10,999

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

7-night Treasures Of Aruba, Bonaire & Curacao Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Jan 2, 2027

1 Sailing

Jan 2, 2027

Published prices from

$3,799

per person*

taxes & fees included

A captivating half-underwater, half-above-water shot of a person snorkeling in the vibrant turquoise waters of the British Virgin Islands with stunning rock formations and palm trees visible above the waterline.

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

14-night Caribbean Gems In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

3 Sailings

Jan 16 - Mar 6, 2027

3 Sailings

Jan 16 - Mar 6, 2027

Published prices from

$9,899

per person*

taxes & fees included

A long, green steel-arched bridge with multiple supports, the Laviolette Bridge, spanning the wide St. Lawrence River near Trois-Rivières, with a grassy riverbank in the foreground.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

19-night Yachtsman's Caribbean & Atlantic Passage Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Mar 20, 2027

1 Sailing

Mar 20, 2027

Published prices from

$11,199

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Caribbean & Atlantic Passage Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 27, 2027

1 Sailing

Mar 27, 2027

Published prices from

$6,499

per person*

taxes & fees included

A rugged, high-angle shot of the dramatic rocky coastline of Hebron, Labrador, with waves crashing against the jagged cliffs and dark blue water stretching to the horizon.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

69-night Northern Hemisphere Explorer: Arctic To South America Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 17, 2027

1 Sailing

Aug 17, 2027

"A beautiful aerial view of the colorful, snow-covered houses of the small village of Uummannaq, Northwest Greenland, at the foot of the magnificent Uummannaq Mountain. "

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

53-night Arctic Expeditions & Southern Caribbean Harbors Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 17, 2027

1 Sailing

Aug 17, 2027

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

94-night Grand Expedition: Pole To Pole Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 17, 2027

1 Sailing

Aug 17, 2027

Colorful houses along the waterfront in Nuuk, Greenland.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

82-night Grand Expedition: Arctic To Antarctica Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

2 Sailings

Aug 29, 2027 - Aug 30, 2028

2 Sailings

Aug 29, 2027 - Aug 30, 2028

A stunning sunset view of a historic stone lighthouse on Rose Island in Newfoundland and Labrador, with its light glowing as the sun sets over the Atlantic Ocean.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

57-night Northern Hemisphere Explorer: Greenland To Brazil Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 29, 2027

1 Sailing

Aug 29, 2027

A vibrant display of the green Northern Lights, or Aurora Borealis, illuminating the dark blue sky over a snow-capped mountain and calm water on Resolution Island.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

41-night Northwest Passage, Labrador Coast & Caribbean Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 29, 2027

1 Sailing

Aug 29, 2027

Up to $500 FREE Onboard Credit*+ 3 more offers

TCW EXCLUSIVE

23-night Wild Labrador Coast & Southern Caribbean Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Sep 16, 2027

1 Sailing

Sep 16, 2027

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

64-night Labrador Coast, Caribbean, South America & Scotia Arc Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Sep 16, 2027

1 Sailing

Sep 16, 2027

A beautiful coastal scene in Indian Harbour, Newfoundland, with a wooden boardwalk hugging the rocky shoreline, leading into a dense forest with hints of autumn foliage.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

39-night Wild Labrador Coast, Caribbean & South American Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Sep 16, 2027

1 Sailing

Sep 16, 2027

Up to $2,500 Onboard Credit*

8-night Southern Caribbean Yacht Harbors Cruise From Halifax, Nova Scotia

Halifax (Nova Scotia)

Carambola Beach

Little Bay

Rodney Bay

Bridgetown (Barbados)

Aboard

Seabourn Venture

From

Halifax, Nova Scotia

1 Sailing

Oct 1, 2027

1 Sailing

Oct 1, 2027

Published prices from

$4,399

per person*

taxes & fees included

A breathtaking action shot of a killer whale breaching from the deep blue Antarctic waters, with a massive glacier and icebergs in the background.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

49-night Caribbean, South America & Scotia Arc Expedition Cruise From Halifax, Nova Scotia

Halifax (Nova Scotia)

Carambola Beach

Little Bay

Rodney Bay

Bridgetown (Barbados)

+18 more

Aboard

Seabourn Venture

From

Halifax, Nova Scotia

1 Sailing

Oct 1, 2027

1 Sailing

Oct 1, 2027

Rio de Janeiro panoramic with Sugarloaf Mountain and Guanabara Bay.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

24-night Southern Caribbean & South American Expedition Cruise From Halifax, Nova Scotia

Halifax (Nova Scotia)

Carambola Beach

Little Bay

Rodney Bay

Bridgetown (Barbados)

+10 more

Aboard

Seabourn Venture

From

Halifax, Nova Scotia

1 Sailing

Oct 1, 2027

1 Sailing

Oct 1, 2027

Published prices from

$13,499

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.

Seabourn Cruises to Caribbean

Upcoming Seabourn Cruises to Caribbean

15-night Southern Caribbean In Depth Cruise From Miami, Florida

$7,399

8-night Southern Caribbean Gems Cruise From Miami, Florida

$4,299

14-night Leeward Island Jewels Cruise From Miami, Florida

$6,999

14-night Exotic Caribbean In Depth Cruise From Bridgetown, Barbados

$6,199

7-night Classic Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

$3,699

7-night Yachtsman's Caribbean Cruise From Philipsburg, St. Maarten, The Netherlands

$3,299

14-night Yachtsman's Caribbean In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

$5,899

7-night Caribbean Gems Cruise From Bridgetown, Barbados

$3,599

16-night Leeward Island Holiday Cruise From Miami, Florida

$10,999

7-night Treasures Of Aruba, Bonaire & Curacao Cruise From Bridgetown, Barbados

$3,799

14-night Caribbean Gems In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

$9,899

19-night Yachtsman's Caribbean & Atlantic Passage Cruise From Philipsburg, St. Maarten, The Netherlands

$11,199

12-night Caribbean & Atlantic Passage Cruise From Bridgetown, Barbados

$6,499

69-night Northern Hemisphere Explorer: Arctic To South America Cruise From Reykjavik, Iceland

53-night Arctic Expeditions & Southern Caribbean Harbors Cruise From Reykjavik, Iceland

94-night Grand Expedition: Pole To Pole Cruise From Reykjavik, Iceland

82-night Grand Expedition: Arctic To Antarctica Cruise From Reykjavik, Iceland

57-night Northern Hemisphere Explorer: Greenland To Brazil Cruise From Reykjavik, Iceland

41-night Northwest Passage, Labrador Coast & Caribbean Cruise From Reykjavik, Iceland

23-night Wild Labrador Coast & Southern Caribbean Cruise From Reykjavik, Iceland

64-night Labrador Coast, Caribbean, South America & Scotia Arc Cruise From Reykjavik, Iceland

39-night Wild Labrador Coast, Caribbean & South American Cruise From Reykjavik, Iceland

8-night Southern Caribbean Yacht Harbors Cruise From Halifax, Nova Scotia

$4,399

49-night Caribbean, South America & Scotia Arc Expedition Cruise From Halifax, Nova Scotia

24-night Southern Caribbean & South American Expedition Cruise From Halifax, Nova Scotia

$13,499

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