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12 Results

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An aerial shot of the Florida Keys at sunset, showing a long highway stretching along the thin strip of land, with the calm, turquoise Florida Strait on one side and a lush mangrove coastline on the other.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

11-night Azure Elegance Cruise From Miami, Florida

Miami
Florida Strait
Merida (Progreso)
Santo Tomas de Castilla
Harvest Caye
+4 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

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.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

14-night Sun-Kissed Soiree Cruise From New York City, New York

New York City
Nassau
Bahamian Waters
Cabo Rojo
Willemstad
+6 more

Aboard

Seven Seas Grandeur

From

New York City, New York

1 Sailing

Nov 4, 2027

1 Sailing

Nov 4, 2027

Published prices from

$8,799

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*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

10-night Rainforest To Reef Cruise From Miami, Florida

Miami
Great Stirrup Cay
Florida Strait
Falmouth (Jamaica)
Harvest Caye
+3 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Nov 18, 2027

1 Sailing

Nov 18, 2027

Published prices from

$6,599

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

10-night Reggae Rhythms Cruise From Miami, Florida

Miami
Florida Strait
Cozumel
Santo Tomas de Castilla
Harvest Caye
+4 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Nov 27, 2027

1 Sailing

Nov 27, 2027

Published prices from

$7,849

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

25-night Ultimate Island Holiday Cruise From Miami, Florida

Miami
Bahamian Waters
Roadtown
St. Thomas (Charlotte Amalie)
St. Maarten (Philipsburg)
+18 more

Aboard

Seven Seas Voyager

From

Miami, Florida

1 Sailing

Dec 19, 2027

1 Sailing

Dec 19, 2027

Published prices from

$13,149

per person*

taxes & fees included

Tropical beach with lounge chairs in Cozumel.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

14-night A Festive Passage Cruise From Miami, Florida

Miami
Key West
Florida Strait
Cozumel
Santo Tomas de Castilla
+8 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Dec 22, 2027

1 Sailing

Dec 22, 2027

Published prices from

$10,549

per person*

taxes & fees included

An aerial view of the historic town of Falmouth, Jamaica, showing a coastal promenade along the turquoise sea, colorful colonial-era buildings, and lush green hills in the background.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

10-night New Year Exuberance Cruise From Miami, Florida

Miami
Florida Strait
Cozumel
Santo Tomas de Castilla
Harvest Caye
+4 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

Published prices from

$8,249

per person*

taxes & fees included

An aerial shot of the Florida Keys at sunset, showing a long highway stretching along the thin strip of land, with the calm, turquoise Florida Strait on one side and a lush mangrove coastline on the other.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

14-night Empires of the Sun Cruise From Miami, Florida

Miami
Florida Strait
Grand Cayman (George Town)
Falmouth (Jamaica)
San Andres Island
+7 more

Aboard

Seven Seas Voyager

From

Miami, Florida

1 Sailing

Jan 13, 2028

1 Sailing

Jan 13, 2028

Published prices from

$17,999

per person*

taxes & fees included

A panoramic view of the rugged, green landscape of the Falkland Islands, with a low cloud covering the top of a hill and the blue sea in the foreground under a dramatic sky.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

65-night Grand South America Mosaic Cruise From Miami, Florida

Miami
Florida Strait
Grand Cayman (George Town)
Falmouth (Jamaica)
San Andres Island
+33 more

Aboard

Seven Seas Voyager

From

Miami, Florida

1 Sailing

Jan 13, 2028

1 Sailing

Jan 13, 2028

A close-up of vibrant, traditional Mayan textiles from Santo Tomás de Castilla, Guatemala, featuring intricate, colorful hand-embroidered floral patterns on a dark fabric.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

11-night Cupid In The Caribbean Cruise From Miami, Florida

Miami
Key West
Cozumel
Santo Tomas de Castilla
Harvest Caye
+5 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Feb 5, 2028

1 Sailing

Feb 5, 2028

Published prices from

$9,199

per person*

taxes & fees included

A cruise ship navigating through the Gatun Locks of the Panama Canal, an important navigational route and popular tourist destination.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

12-night Flavors Of Cartagena Cruise From Miami, Florida

Miami
Key West
Florida Strait
Grand Cayman (George Town)
Falmouth (Jamaica)
+6 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Mar 2, 2028

1 Sailing

Mar 2, 2028

Published prices from

$7,549

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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

12-night Caribbean Quest Cruise From Miami, Florida

Miami
Roadtown
Basseterre
Oranjestad
Falmouth (Jamaica)
+3 more

Aboard

Seven Seas Mariner

From

Miami, Florida

1 Sailing

Nov 29, 2028

1 Sailing

Nov 29, 2028

Published prices from

$7,199

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.