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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

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

$3,999

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

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

$6,699

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

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
Seabourn logo

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

$10,799

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

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

St. Maarten (Philipsburg)
Sopers Hole
Road Bay
Falmouth Harbour
Carambola Beach
+6 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

Published prices from

$7,699

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

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

Feb 5 - Mar 4, 2028

3 Sailings

Feb 5 - Mar 4, 2028

Published prices from

$9,299

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

St. Maarten (Philipsburg)
Sopers Hole
Carambola Beach
Trois Isles
Port Elizabeth (Bequia)
+6 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Mar 18, 2028

1 Sailing

Mar 18, 2028

Published prices from

$11,599

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

St. Maarten (Philipsburg)
Carambola Beach
Gustavia
Castries
Terre-de-Haut
+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 16, 2028

1 Sailing

Dec 16, 2028

Published prices from

$9,199

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.
Seabourn logo

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

St. Maarten (Philipsburg)
Carambola Beach
Gustavia
Castries
Terre-de-Haut
+3 more

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

$4,699

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

St. Maarten (Philipsburg)
Spanish Town
Carambola Beach
Castries
Terre-de-Haut
+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 30, 2028

1 Sailing

Dec 30, 2028

Published prices from

$9,799

per person*

taxes & fees included

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

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

St. Maarten (Philipsburg)
Spanish Town
Carambola Beach
Castries
Terre-de-Haut
+3 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 30, 2028

1 Sailing

Dec 30, 2028

Published prices from

$5,499

per person*

taxes & fees included

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.
Seabourn logo

7-night Exploring Aruba, Bonaire & Curacao Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)
Carambola Beach
Oranjestad
Willemstad
Kralendijk
+2 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 13, 2029

1 Sailing

Jan 13, 2029

Published prices from

$5,099

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

St. Maarten (Philipsburg)
Carambola Beach
Oranjestad
Willemstad
Kralendijk
+6 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 13, 2029

1 Sailing

Jan 13, 2029

Published prices from

$9,399

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.
Seabourn logo

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

St. Maarten (Philipsburg)
Carambola Beach
Gustavia
Fort de France
Terre-de-Haut
+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 27, 2029

1 Sailing

Jan 27, 2029

Published prices from

$9,399

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

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

St. Maarten (Philipsburg)
Carambola Beach
Gustavia
Castries
Terre-de-Haut
+7 more

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

$9,399

per person*

taxes & fees included

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

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

St. Maarten (Philipsburg)
Carambola Beach
Gustavia
Castries
Terre-de-Haut
+5 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Mar 17, 2029

1 Sailing

Mar 17, 2029

Published prices from

$9,799

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.