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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

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

Bridgetown (Barbados)

Carambola Beach

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

$7,999

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

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

Bridgetown (Barbados)

Carambola Beach

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

$4,299

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

14-night Caribbean Gems 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

3 Sailings

Jan 16 - Mar 6, 2027

3 Sailings

Jan 16 - Mar 6, 2027

Published prices from

$8,624

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

19-night Yachtsman's Caribbean & Atlantic Passage 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

Mar 20, 2027

1 Sailing

Mar 20, 2027

Published prices from

$10,599

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.

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

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

Bridgetown (Barbados)

Funchal (Madeira)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 27, 2027

1 Sailing

Mar 27, 2027

Published prices from

$5,799

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

14-night Caribbean Yacht Explorer Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Carambola Beach

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

6 Sailings

Nov 27, 2027 - Mar 11, 2028

6 Sailings

Nov 27, 2027 - Mar 11, 2028

Published prices from

$8,299

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.

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

14-night Yacht Harbors & Southern Island Discovery Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Jan 8, 2028

1 Sailing

Jan 8, 2028

Published prices from

$8,599

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

14-night Caribbean Yacht Harbors 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

3 Sailings

Feb 5 - Mar 4, 2028

3 Sailings

Feb 5 - Mar 4, 2028

Published prices from

$8,699

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.

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

19-night Yacht Harbors & Atlantic Crossing 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

Mar 18, 2028

1 Sailing

Mar 18, 2028

Published prices from

$9,899

per person*

taxes & fees included

A picturesque view of a narrow, cobblestone street in a historic white-washed village near Motril, Spain, lined with buildings and potted plants.

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

21-night Atlantic Crossing From The Caribbean To Spain Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Funchal (Madeira)

Seville (Cadiz)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 25, 2028

1 Sailing

Mar 25, 2028

Published prices from

$11,699

per person*

taxes & fees included

Belém Tower on Tagus River.

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

12-night Atlantic Crossing Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Funchal (Madeira)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

2 Sailings

Mar 25, 2028 - Mar 24, 2029

2 Sailings

Mar 25, 2028 - Mar 24, 2029

Published prices from

$4,949

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 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.