27 Results

Sort

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Miami, Florida

Published prices from

$6,799

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
Seabourn logo

8-night Southern Caribbean Gems Cruise From Miami, Florida

Aboard

Seabourn Ovation

From

Miami, Florida

Published prices from

$3,654

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$6,884

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$3,824

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$6,629

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$7,139

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$10,598

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*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

14-night Caribbean Yacht Explorer Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$7,054

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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

17-night Hidden Yacht Harbor Holiday Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$7,819

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*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

10-night Caribbean Yacht Harbor Holiday Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$4,929

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

21-night Bonaire, Curacao & Southern Caribbean Holiday Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$10,500

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
Seabourn logo

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

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$7,394

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

19-night Yacht Harbors & Atlantic Crossing Cruise From Philipsburg, St. Maarten, The Netherlands

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$10,198

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.
Seabourn logo

14-night Boutique Yacht Harbors Of The Caribbean Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$6,839

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Seabourn logo

7-night Boutique Yacht Harbors Of The Caribbean Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$3,779

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.
Seabourn logo

14-night St. Barts & Boutique Yacht Harbors Holiday Cruise From Philipsburg, St. Maarten, The Netherlands

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$7,469

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.
Seabourn logo

14-night Exploring Boutique Yacht Harbors On Holiday Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$8,099

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Seabourn logo

7-night Boutique Yacht Harbors Of The Caribbean Holiday Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$4,499

per person*

taxes & fees included

A sunny photo of a wooden dock in Great Harbour, Jost Van Dyke, British Virgin Islands, with sailboats on the turquoise water and a lush green hillside in the background.
Seabourn logo

14-night Exploring Boutique Yacht Harbors On Holiday Cruise From Philipsburg, St. Maarten, The Netherlands

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$8,009

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Seabourn logo

14-night Boutique Yacht Harbors & Southern Caribbean Isles Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$7,649

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.
Seabourn logo

14-night Boutique Yacht Harbors & Southern Caribbean Isles Cruise From Philipsburg, St. Maarten, The Netherlands

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$7,649

per person*

taxes & fees included

An aerial view of the vibrant red-roofed houses of Terre-de-Haut in Guadeloupe, with sailboats anchored in the turquoise bay and a small island nearby.
Seabourn logo

21-night Ultimate Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$11,519

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.
Seabourn logo

14-night Southern Caribbean Isles & Boutique Yacht Harbors Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$7,649

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.
Seabourn logo

14-night Boutique Yacht Harbors of the Caribbean Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$7,649

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.
Seabourn logo

7-night Boutique Yacht Harbors of the Caribbean Cruise From Bridgetown, Barbados

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

Published prices from

$4,139

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.