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Aboard

Azamara Quest

From

Bridgetown, Barbados

3 Sailings

Nov 15 - Dec 13, 2025

3 Sailings

Nov 15 - Dec 13, 2025

Cupecoy Beach with white resort buildings, St. Maarten.

7-night Classic Caribbean Cruise

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

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

11 Sailings

Dec 7, 2025 - Mar 20, 2027

11 Sailings

Dec 7, 2025 - Mar 20, 2027

14-night Caribbean Voyage: Barbados, St. Lucia & St. Maarten

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

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Nov 28, 2026

1 Sailing

Nov 28, 2026

Published prices from

$4,169

per person*

taxes & fees included

A breathtaking panoramic view of Charlotte Amalie harbor in St. Thomas, with a cruise ship anchored in the bay, surrounded by rolling green hills and a colorful sunset.

7-night Eastern Caribbean Voyage: St.Lucia, Dominica & St.Kitts

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

Aboard

Azamara Journey

From

Bridgetown, Barbados

2 Sailings

Nov 14 - Nov 28, 2026

2 Sailings

Nov 14 - Nov 28, 2026

Published prices from

$1,919

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.

14-night Eastern Caribbean Voyage

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

+9 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

2 Sailings

Nov 8 - Nov 22, 2025

2 Sailings

Nov 8 - Nov 22, 2025

Published prices from

$3,689

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.

13-night Caribbean Voyage: San Juan, Antigua & St. Lucia

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

+8 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

Published prices from

$3,699

per person*

taxes & fees included

7-night Eastern Caribbean Voyage

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

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

14-night Caribbean Voyage: San Juan, St. Lucia & St. Kitts

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

+9 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Nov 7, 2026

1 Sailing

Nov 7, 2026

Published prices from

$3,679

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.

11-night Caribbean Cruise

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

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

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.

6-night Eastern Caribbean Voyage: St.Lucia, Dominica & St.Kitts

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$1,789

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.

14-night Star Collector: Caribbean Explorations Cruise

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

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

19 Sailings

Dec 7, 2025 - Mar 13, 2027

19 Sailings

Dec 7, 2025 - Mar 13, 2027

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

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

Aboard

Silver Spirit

From

Bridgetown, Barbados

2 Sailings

Jan 5 - Feb 2, 2026

2 Sailings

Jan 5 - Feb 2, 2026

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.

TCW EXCLUSIVE

12-night Eastern Caribbean Voyage

Miami

San Juan

St. John (U.S.V.I.)

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

St. John's

+4 more

Aboard

Azamara Onward

From

Miami, Florida

1 Sailing

Nov 30, 2025

1 Sailing

Nov 30, 2025

13-night Eastern Caribbean Voyage

San Juan

St. Thomas (Charlotte Amalie)

St. John's

St. Pierre

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

+8 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 6, 2025

1 Sailing

Dec 6, 2025

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.

7-night Caribbean Cruise

Aboard

Silver Spirit

From

San Juan, Puerto Rico

1 Sailing

Dec 29, 2025

1 Sailing

Dec 29, 2025

Published prices from

$8,700

per person*

taxes & fees included

A view of the stunning architecture of the Hassan II Mosque in Casablanca, Morocco, featuring a long series of ornate stone arches and a spacious courtyard.

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

25-night Transatlantic Cruise: Lisbon To Miami

Aboard

Azamara Onward

From

Lisbon, Portugal

1 Sailing

Nov 17, 2025

1 Sailing

Nov 17, 2025

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

12-night Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean Cruise

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

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

Castries

St. George's

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

Basseterre

+7 more

Aboard

Silver Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

16-night Caribbean Christmas Voyage: Barbados, St. Lucia & St. Thomas

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

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$4,179

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.

14-night Caribbean Voyage: Barbados, St. Lucia & St. Kitts

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

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Nov 14, 2026

1 Sailing

Nov 14, 2026

Published prices from

$4,029

per person*

taxes & fees included

6-night Eastern Caribbean Voyage

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

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

TCW EXCLUSIVE

11-night Eastern Caribbean Voyage

Miami

St. John (U.S.V.I.)

St. Thomas (Charlotte Amalie)

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

Charlestown

+6 more

Aboard

Azamara Quest

From

Miami, Florida

1 Sailing

Jan 6, 2026

1 Sailing

Jan 6, 2026

Published prices from

$2,419

per person*

taxes & fees included

A beautiful view from Fort King George in Scarborough, Tobago, with historic cannons overlooking the Caribbean Sea and the town below, framed by lush tropical trees.

14-night Caribbean Voyage: San Juan, Antigua & Barbados

+9 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Nov 21, 2026

1 Sailing

Nov 21, 2026

Published prices from

$4,029

per person*

taxes & fees included

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.

Grand Cayman (George Town)

18-night Star Collector: Deep Dive Into the Blue: Underwater Worlds of the Caribbean Cruise

Cozumel

Aboard

Wind Surf

From

Cozumel, Mexico

1 Sailing

Feb 17, 2026

1 Sailing

Feb 17, 2026

A white colonial-style cathedral with a bell tower and wooden doors is visible under a clear blue sky, likely in Santa Marta, Colombia.

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

TCW EXCLUSIVE

79-night Circle South America Grand Voyage

Miami

St. John (U.S.V.I.)

St. Thomas (Charlotte Amalie)