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A stunning panoramic view of Rodney Bay on the island of St. Lucia, showing a bustling harbor filled with sailboats, a colorful town, and lush green hills under a bright blue, cloudy sky.

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

15-night Southern Caribbean In Depth Cruise From Miami, Florida

Carambola Beach

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$6,799

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*+ 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

$6,884

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

$3,824

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

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

$7,139

per person*

taxes & fees included

A vibrant waterfront shot of Mahón, Menorca, with boats moored in the harbor and illuminated buildings along the port at dusk.

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

28-night Mediterranean Medley & Atlantic Crossing Cruise From Piraeus (Athens), Greece

Athens (Piraeus)

Sardinia (Cagliari)

Aboard

Seabourn Ovation

From

Piraeus (Athens), Greece

1 Sailing

Oct 30, 2027

1 Sailing

Oct 30, 2027

Published prices from

$19,488

per person*

taxes & fees included

A panoramic view of the fortress walls and cliffs of Melilla, a Spanish enclave in Morocco, with the turquoise Mediterranean Sea and a lighthouse in the background.

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

21-night Atlantic Crossing & Iberian Peninsula Cruise From Barcelona, Spain

Cartagena (Spain)

Granada (Motril)

Aboard

Seabourn Ovation

From

Barcelona, Spain

1 Sailing

Nov 6, 2027

1 Sailing

Nov 6, 2027

Published prices from

$12,398

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

13-night Atlantic Crossing Cruise From Lisbon, Portugal

Funchal (Madeira)

Carambola Beach

Aboard

Seabourn Ovation

From

Lisbon, Portugal

1 Sailing

Nov 14, 2027

1 Sailing

Nov 14, 2027

Published prices from

$6,898

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

$7,054

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.

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

14-night Windward & Leeward Islands Cruise From Miami, Florida

Carambola Beach

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Dec 4, 2027

1 Sailing

Dec 4, 2027

Published prices from

$6,204

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

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

$7,309

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

$7,394

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

Cupecoy Beach with white resort buildings, St. Maarten.

7-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

Dec 9, 2028 - Jan 20, 2029

3 Sailings

Dec 9, 2028 - Jan 20, 2029

Published prices from

$3,779

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

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

Cupecoy Beach with white resort buildings, St. Maarten.

7-night Boutique Yacht Harbors Of The Caribbean 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

$4,499

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.

14-night Boutique Yacht Harbors & Southern Caribbean Isles Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Port Elizabeth (Bequia)

Carambola Beach

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Jan 6, 2029

1 Sailing

Jan 6, 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.

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

St. Maarten (Philipsburg)

Carambola Beach

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 13, 2029

1 Sailing

Jan 13, 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 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 Southern Caribbean Isles & Boutique 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

$7,649

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.