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*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.

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

8-night Southern Caribbean Gems Cruise

Miami
San Juan
Jost Van Dyke
Carambola Beach
Roseau
+3 more

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$3,799

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

15-night Southern Caribbean In Depth Cruise

Miami
San Juan
Jost Van Dyke
Carambola Beach
Roseau
+8 more

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$6,899

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 FREE $2,000 Onboard Credit*
Seabourn logo

20-night Southern Caribbean Discovery Cruise

San Juan
Oranjestad
Willemstad
Kralendijk
Trois Isles
+12 more

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

Published prices from

$11,499

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 FREE $2,000 Onboard Credit*
Seabourn logo

7-night Caribbean Gems Cruise

Bridgetown (Barbados)
Carambola Beach
Trois Isles
Pointe A Pitre
Roseau
+2 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

4 Sailings

Feb 7, 2026 - Feb 6, 2027

4 Sailings

Feb 7, 2026 - Feb 6, 2027

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.
Up to FREE $2,000 Onboard Credit*
Seabourn logo

14-night Yachtsman's Island Jewels Cruise

St. Maarten (Philipsburg)
Sopers Hole
Carambola Beach
St. Pierre
Port Elizabeth (Bequia)
+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

2 Sailings

Jan 31 - Mar 7, 2026

2 Sailings

Jan 31 - Mar 7, 2026

Published prices from

$8,899

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 FREE $2,000 Onboard Credit*
Seabourn logo

14-night Yachtsman's Island Jewels Cruise

Bridgetown (Barbados)
Carambola Beach
Trois Isles
Pointe A Pitre
Roseau
+7 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Feb 7, 2026

1 Sailing

Feb 7, 2026

Published prices from

$8,899

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.
Up to FREE $2,000 Onboard Credit*
Seabourn logo

12-night Treasures Of Aruba, Bonaire & Curacao Cruise

San Juan
Oranjestad
Willemstad
Kralendijk
Trois Isles
+6 more

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

Published prices from

$15,999

per person*

taxes & fees included

A panoramic view of Fort-de-France, Martinique, showing a bustling bay filled with boats and yachts, with colorful houses nestled on the surrounding green hillsides and the deep blue Caribbean Sea beyond.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

14-night Leeward Island Jewels Cruise

Miami
San Juan
Road Bay
Carambola Beach
Roseau
+6 more

Aboard

Seabourn Quest

From

Miami, Florida

2 Sailings

Nov 22 - Dec 6, 2026

2 Sailings

Nov 22 - Dec 6, 2026

Published prices from

$6,499

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

26-night Crossing And Southern Caribbean Cruise

Barcelona
Tangier
Carambola Beach
Roadtown
San Juan
+8 more

Aboard

Seabourn Ovation

From

Barcelona, Spain

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

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 FREE $2,000 Onboard Credit*
Seabourn logo

14-night Yachtsman's Caribbean In Depth Cruise

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

$7,999

per person*

taxes & fees included

A stunning image of Little Bay in Anguilla, a secluded, beautiful beach with turquoise water surrounded by towering rocky cliffs and lush green vegetation.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

16-night Leeward Island Holiday Cruise

Miami
San Juan
Road Bay
Carambola Beach
Marigot
+8 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$7,499

per person*

taxes & fees included