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FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Azamara Quest

From

Bridgetown, Barbados

3 Sailings

Nov 15 - Dec 13, 2025

3 Sailings

Nov 15 - Dec 13, 2025

Published prices from

$6,609

per person*

taxes & fees included

7-night South Caribbean Cruise - Bridgetown To Bridgetown

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 8, 2025

1 Sailing

Dec 8, 2025

Published prices from

$5,800

per person*

taxes & fees included

7-night Windward Island Delights Cruise

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2025

1 Sailing

Dec 28, 2025

7-night Treasures Of Aruba, Bonaire & Curacao Cruise

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

2 Sailings

Jan 3, 2026 - Jan 2, 2027

2 Sailings

Jan 3, 2026 - Jan 2, 2027

Published prices from

$4,259

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

7-night Classic Caribbean Yacht Harbors Cruise

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

12 Sailings

Jan 10, 2026 - Mar 13, 2027

12 Sailings

Jan 10, 2026 - Mar 13, 2027

Published prices from

$3,799

per person*

taxes & fees included

14-night Exotic Caribbean Isles Cruise

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

5 Sailings

Jan 10 - Mar 21, 2026

5 Sailings

Jan 10 - Mar 21, 2026

Published prices from

$8,099

per person*

taxes & fees included

15-night Star Collector: Windward Islands & Spanish New World Cruise

Aboard

Wind Surf

From

Bridgetown, Barbados

1 Sailing

Jan 25, 2026

1 Sailing

Jan 25, 2026

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

14-night Yachtsman's Island Jewels Cruise

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

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.

14-night Caribbean Cruise

St. Maarten (Philipsburg)

Castries

St. George's

Basseterre

+7 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

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.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

6-night Eastern Caribbean Voyage

Aboard

Azamara Quest

From

Bridgetown, Barbados

1 Sailing

Dec 13, 2025

1 Sailing

Dec 13, 2025

Published prices from

$599

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.

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

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

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.

10-night Eastern Caribbean Voyage

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Azamara Quest

From

Bridgetown, Barbados

1 Sailing

Dec 27, 2025

1 Sailing

Dec 27, 2025

Published prices from

$1,389

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.

7-night Caribbean Cruise

St. Thomas (Charlotte Amalie)

St. Vincent (Kingstown)

St. George's

Trois Isles

+3 more

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2025

1 Sailing

Dec 28, 2025

Published prices from

$5,600

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.

10-night Sublime Southern Caribbean Cruise

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

7-night Southern Caribbean Cruise

Trois Isles

St. Vincent (Kingstown)

Roseau

Gustavia

+3 more

Aboard

Silver Shadow

From

Bridgetown, Barbados

1 Sailing

Feb 12, 2026

1 Sailing

Feb 12, 2026

Published prices from

$5,400

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.

14-night Southern Island Discovery Cruise

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Jan 3, 2026

1 Sailing

Jan 3, 2026

7-night Eastern Caribbean Voyage

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Azamara Quest

From

Bridgetown, Barbados

2 Sailings

Nov 15 - Nov 29, 2025

2 Sailings

Nov 15 - Nov 29, 2025

Published prices from

$659

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.

21-night Caribbean Cruise

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Jan 5 - Feb 2, 2026

2 Sailings

Jan 5 - Feb 2, 2026

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.

7-night Eastern & Southern Caribbean Cruise

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 15, 2025

1 Sailing

Dec 15, 2025

Published prices from

$5,200

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.

7-night Caribbean Cruise

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Silver Spirit

From

Bridgetown, Barbados

5 Sailings

Dec 22, 2025 - Mar 11, 2028

5 Sailings

Dec 22, 2025 - Mar 11, 2028

Published prices from

$3,800

per person*

taxes & fees included

11-night Caribbean Cruise

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

Aboard

Silver Spirit

From

Bridgetown, Barbados

3 Sailings

Jan 5, 2026 - Feb 29, 2028

3 Sailings

Jan 5, 2026 - Feb 29, 2028

Published prices from

$5,600

per person*

taxes & fees included

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.

10-night Caribbean Cruise

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Feb 2, 2026

1 Sailing

Feb 2, 2026

Published prices from

$7,200

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.

7-night Caribbean Gems Cruise

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

A view of Pigeon Island National Landmark, St. Lucia, showing a lush, green peninsula jutting out into the ocean with waves crashing on the rocks.

14-night Star Collector: Captivating Caribbean Cruise

Aboard

Wind Surf

From

Bridgetown, Barbados

1 Sailing

Jan 18, 2026

1 Sailing

Jan 18, 2026

7-night Jewels of the Windward Islands Cruise