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

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Dec 18, 2026

1 Sailing

Dec 18, 2026

Published prices from

$4,609

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

22-night Caribbean Holiday Cruise: Belize, Sint Maarten & Barbados

Aboard

Azamara Onward

From

Miami, Florida

1 Sailing

Dec 14, 2027

1 Sailing

Dec 14, 2027

10-night Southern Caribbean Voyage: Antigua, St.Barts & Martinique

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Dec 18, 2026

1 Sailing

Dec 18, 2026

Published prices from

$2,329

per person*

taxes & fees included

14-night Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados

Miami

Bimini

Virgin Gorda

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

Basseterre

+5 more

Aboard

Azamara Onward

From

Miami, Florida

1 Sailing

Dec 22, 2027

1 Sailing

Dec 22, 2027

Published prices from

$3,959

per person*

taxes & fees included

9-night Southern Caribbean Voyage: St.Barts, Antigua & Tortola

Virgin Gorda

Gustavia

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

St. John's

+4 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

1 Sailing

Jan 5, 2027

1 Sailing

Jan 5, 2027

Published prices from

$2,569

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.

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 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

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.

8-night Southern Caribbean Voyage

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

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025

Published prices from

$1,479

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.

TCW EXCLUSIVE

12-night Eastern Caribbean Voyage

Miami

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

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

26-night Canada & Caribbean Voyage: Montreal, Quebec & Barbados

Montreal

Quebec City

Sydney (Nova Scotia)

Halifax (Nova Scotia)

Saint John (Bay of Fundy)

+17 more

Aboard

Azamara Journey

From

Montreal, Quebec

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$6,919

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.

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

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

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

+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 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.

7-night Southern Caribbean Voyage: Antigua, Grenada & Barbados

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

+3 more

Aboard

Azamara Journey

From

San Juan, Puerto Rico

3 Sailings

Nov 7 - Dec 5, 2026

3 Sailings

Nov 7 - Dec 5, 2026

Published prices from

$1,799

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.

TCW EXCLUSIVE

16-night Caribbean Voyage: New York, Bermuda & Barbados

New York City

Hamilton

Roadtown

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

+8 more

Aboard

Azamara Journey

From

New York, New York

1 Sailing

Oct 29, 2026

1 Sailing

Oct 29, 2026

Published prices from

$3,439

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.

18-night Eastern Caribbean Voyage

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

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025

Published prices from

$4,449

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.

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

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

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

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

17-night Caribbean New Year Voyage: Barbados, Aruba & St. Barts

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

Aboard

Azamara Journey

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$4,359

per person*

taxes & fees included

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 Southern Caribbean Voyage

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

+3 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

3 Sailings

Nov 8 - Dec 6, 2025

3 Sailings

Nov 8 - Dec 6, 2025

Published prices from

$609

per person*

taxes & fees included

14-night Eastern Caribbean Voyage