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

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

14-night Leeward Island Jewels Cruise From Miami, Florida

Carambola Beach

Aboard

Seabourn Quest

From

Miami, Florida

2 Sailings

Nov 22 - Dec 6, 2026

2 Sailings

Nov 22 - Dec 6, 2026

Published prices from

$5,524

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

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

St. Maarten (Philipsburg)

Carambola Beach

Port Elizabeth (Bequia)

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

Published prices from

$6,629

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

7-night Caribbean Gems Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Carambola Beach

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

$3,484

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

16-night Leeward Island Holiday Cruise From Miami, Florida

Carambola Beach

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$9,349

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

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

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 11, 2027

1 Sailing

Dec 11, 2027

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

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

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

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

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

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

Published prices from

$10,500

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

11-night Yachtsman's Holiday In Aruba, Bonaire & Curacao Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Falmouth Harbour

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

Published prices from

$5,439

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.

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

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Carambola Beach

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

2 Sailings

Dec 9, 2028 - Jan 20, 2029

2 Sailings

Dec 9, 2028 - Jan 20, 2029

Published prices from

$6,839

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.

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

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 16, 2028

1 Sailing

Dec 16, 2028

Published prices from

$7,469

per person*

taxes & fees included

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.

7-night St. Barts & Caribbean Yacht Harbors Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

5 Sailings

Dec 16, 2028 - Mar 17, 2029

5 Sailings

Dec 16, 2028 - Mar 17, 2029

Published prices from

$3,779

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.

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

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Carambola Beach

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 23, 2028

1 Sailing

Dec 23, 2028

Published prices from

$8,099

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.

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

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 30, 2028

1 Sailing

Dec 30, 2028

Published prices from

$8,009

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

7-night Caribbean Yacht Harbors Holiday Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 30, 2028

1 Sailing

Dec 30, 2028

Published prices from

$4,499

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.

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

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 27, 2029

1 Sailing

Jan 27, 2029

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.

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

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Feb 3, 2029

1 Sailing

Feb 3, 2029

Published prices from

$11,519

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.

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

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Carambola Beach

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

3 Sailings

Feb 10 - Mar 10, 2029

3 Sailings

Feb 10 - Mar 10, 2029

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.

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

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

2 Sailings

Feb 17 - Mar 3, 2029

2 Sailings

Feb 17 - Mar 3, 2029

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.

26-night Boutique Yacht Harbors & Atlantic Crossing Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Carambola Beach

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 10, 2029

1 Sailing

Mar 10, 2029

Published prices from

$12,149

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Mar 17, 2029

1 Sailing

Mar 17, 2029

Published prices from

$8,369

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.