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

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

Oceania Cruises

20-night Sju to Mia Voyage From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

Aboard

Allura

From

San Juan, Puerto Rico

1 Sailing

Feb 19, 2027

1 Sailing

Feb 19, 2027

Published prices from

$11,149

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*+ 4 more offers

10-night Caribbean Mystique Cruise From San Juan, Puerto Rico

Aboard

Seven Seas Prestige

From

San Juan, Puerto Rico

1 Sailing

Mar 30, 2027

1 Sailing

Mar 30, 2027

Published prices from

$6,449

per person*

taxes & fees included

A picturesque view of Avalon Harbor on Catalina Island, California, with sailboats and yachts moored in the bay in front of a hillside village.

7-night A Journey Across the Caribbean's Colourful Heart From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Catalina Island/Casa de Campo

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Nov 13, 2027

1 Sailing

Nov 13, 2027

Published prices from

$4,200

per person*

taxes & fees included

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

7-night A Journey Through Shimmering Island History & Mesmerisingly Cultures From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

Published prices from

$4,200

per person*

taxes & fees included

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

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

17-night Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba From San Juan, Puerto Rico

Port Elizabeth (Bequia)

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2027

1 Sailing

Dec 19, 2027

Published prices from

$6,679

per person*

taxes & fees included

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

7-night A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm From San Juan, Puerto Rico

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Dec 30, 2027

1 Sailing

Dec 30, 2027

Published prices from

$5,160

per person*

taxes & fees included

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

7-night A Journey to Island Rhythms & Tranquil Bahamian Bliss From San Juan, Puerto Rico

Aboard

EXPLORA II

From

San Juan, Puerto Rico

2 Sailings

Jan 2 - Jan 23, 2028

2 Sailings

Jan 2 - Jan 23, 2028

Published prices from

$4,020

per person*

taxes & fees included

An idyllic, wide-angle photo of a beautiful white sand beach at Ocean Cay MSC Marine Reserve in The Bahamas. The foreground features soft, white sand leading to shallow turquoise water. Several upright palm trees are visible on the left, casting shadows, and the background shows the vast, clear blue ocean meeting a horizon under a sky with scattered white clouds.

7-night A Journey Through the Caribbean's Elegant Charm & Vibrant Soul From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Jan 22, 2028

1 Sailing

Jan 22, 2028

Published prices from

$4,020

per person*

taxes & fees included

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

7-night A Journey Of Intimate Island Bliss & Caribbean Breeze From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Feb 5, 2028

1 Sailing

Feb 5, 2028

Published prices from

$4,020

per person*

taxes & fees included

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

7-night A Journey Across Turquoise Seas And Timeless Streets From San Juan, Puerto Rico

St. Maarten (Philipsburg)

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Feb 19, 2028

1 Sailing

Feb 19, 2028

Published prices from

$4,200

per person*

taxes & fees included

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

A Journey Through The Caribbean's Rich History & Palm-Shaded Paradise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Mar 4, 2028

1 Sailing

Mar 4, 2028

Published prices from

$4,020

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.

7-night A Journey Through Tropical Utopia & Rhythmic Streets From San Juan, Puerto Rico

Aboard

EXPLORA II

From

San Juan, Puerto Rico

1 Sailing

Mar 12, 2028

1 Sailing

Mar 12, 2028

Published prices from

$4,020

per person*

taxes & fees included

An aerial view of the vibrant marina and coastline of Pointe-à-Pitre, Guadeloupe, showing numerous boats docked in the harbor, surrounded by lush green hills and the turquoise Caribbean Sea.

7-night A Journey Through Historical Gems & Idyllic Coastlines From San Juan, Puerto Rico

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

3 Sailings

Mar 18 - Apr 29, 2028

3 Sailings

Mar 18 - Apr 29, 2028

Published prices from

$3,755

per person*

taxes & fees included

A panoramic shot of the colorful waterfront houses and palm trees of Key West, Florida, reflecting on the calm, turquoise water under a clear blue sky.

7-night A Journey Through The Caribbean's Rich History & Palm-Shaded Paradise From San Juan, Puerto Rico

St. Thomas (Charlotte Amalie)

Aboard

EXPLORA IV

From

San Juan, Puerto Rico

1 Sailing

Apr 1, 2028

1 Sailing

Apr 1, 2028

Published prices from

$4,200

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.