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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.

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 FREE $2,000 Onboard Credit*
Seabourn logo

20-night Holiday Caribbean Enchantment Cruise

San Juan
Sopers Hole
Carambola Beach
Terre-de-Haut
St. Pierre
+9 more

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 14, 2025

1 Sailing

Dec 14, 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 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 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

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 FREE $2,000 Onboard Credit*
Seabourn logo

12-night Southern Caribbean Holiday & Aruba, Bonaire & Curacao Cruise

Bridgetown (Barbados)
Rodney Bay
Terre-de-Haut
Carambola Beach
Little Bay
+6 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

Published prices from

$9,819

per person*

taxes & fees included

A view of the volcanic black sand beach and coastline of St. Pierre, Martinique, with colorful buildings and a lush, mountainous landscape under a beautiful sky.
Up to FREE $2,000 Onboard Credit*
Seabourn logo

8-night Yachtsman's Caribbean Cruise

San Juan
Sopers Hole
Carambola Beach
Terre-de-Haut
St. Pierre
+4 more

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 14, 2025

1 Sailing

Dec 14, 2025

Published prices from

$3,999

per person*

taxes & fees included