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25 Results

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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
TCW EXCLUSIVE
Seabourn logo

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

Bridgetown (Barbados)
Castries
Little Bay
St. John's
Carambola Beach
+7 more

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
TCW EXCLUSIVE
Seabourn logo

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

Bridgetown (Barbados)
Castries
Little Bay
St. John's
Carambola Beach
+3 more

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

$4,099

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

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

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

Bridgetown (Barbados)
Castries
Funchal (Madeira)
Portimao
Lisbon

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 27, 2027

1 Sailing

Mar 27, 2027

Published prices from

$6,389

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
TCW EXCLUSIVE
Seabourn logo

14-night Caribbean Yacht Explorer Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Castries
Little Bay
St. John's
Carambola Beach
+7 more

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
TCW EXCLUSIVE
Seabourn logo

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

Bridgetown (Barbados)
Rodney Bay
Willemstad
Oranjestad
Kralendijk
+7 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Jan 8, 2028

1 Sailing

Jan 8, 2028

Published prices from

$8,899

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

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 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
TCW EXCLUSIVE
Seabourn logo

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

Bridgetown (Barbados)
Castries
Funchal (Madeira)
Lisbon
Seville (Cadiz)
+8 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 25, 2028

1 Sailing

Mar 25, 2028

Published prices from

$13,199

per person*

taxes & fees included

Belém Tower on Tagus River.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

12-night Atlantic Crossing Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Castries
Funchal (Madeira)
Lisbon

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

$6,999

per person*

taxes & fees included

An aerial view of the vast Amazon River in Peru, meandering through a dense, green rainforest with a small floating lodge anchored along its banks.
Seabourn logo

38-night Amazon Explorer & Caribbean Shores Cruise From Miami, Florida

Miami
San Juan
Carambola Beach
Jost Van Dyke
Basse Terre
+15 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Nov 10, 2028

1 Sailing

Nov 10, 2028

Published prices from

$17,099

per person*

taxes & fees included

An aerial view of a sandbar in Alter do Chão, Brazil, with a few small huts and boats, surrounded by the clear, calm waters of the Tapajós River.
Seabourn logo

40-night Amazon Explorer & Caribbean Discovery Cruise From Miami, Florida

Miami
Basse Terre
Port Elizabeth (Bequia)
St. George's
Port of Spain
+17 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Nov 18, 2028

1 Sailing

Nov 18, 2028

Published prices from

$17,999

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

30-night Amazon Explorer Cruise: Rivers & Rainforests From Miami, Florida

Miami
Basse Terre
Port Elizabeth (Bequia)
St. George's
Port of Spain
+12 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Nov 18, 2028

1 Sailing

Nov 18, 2028

Published prices from

$16,999

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.
Seabourn logo

14-night Boutique Yacht Harbors Of The Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Port Elizabeth (Bequia)
Trois Isles
St. John's
Carambola Beach
+7 more

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

$8,499

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

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.
Seabourn logo

14-night Exploring Boutique Yacht Harbors On Holiday Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Port Elizabeth (Bequia)
Trois Isles
St. John's
Carambola Beach
+7 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 23, 2028

1 Sailing

Dec 23, 2028

Published prices from

$9,899

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 vibrant red-roofed houses of Terre-de-Haut in Guadeloupe, with sailboats anchored in the turquoise bay and a small island nearby.
Seabourn logo

21-night Ultimate Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Rodney Bay
Willemstad
Oranjestad
Kralendijk
+11 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Feb 3, 2029

1 Sailing

Feb 3, 2029

Published prices from

$14,199

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.
Seabourn logo

14-night Boutique Yacht Harbors of the Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Port Elizabeth (Bequia)
Trois Isles
St. John's
Carambola Beach
+7 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

3 Sailings

Feb 10 - Mar 10, 2029

3 Sailings

Feb 10 - Mar 10, 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

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

26-night Boutique Yacht Harbors & Atlantic Crossing Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Port Elizabeth (Bequia)
Trois Isles
St. John's
Carambola Beach
+9 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 10, 2029

1 Sailing

Mar 10, 2029

Published prices from

$14,399

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

  • Showing results 1 - 24 of 25


*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.