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23 Results

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

10-night Lesser Antilles Journey Cruise From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Roseau
St. John's
Basseterre
+2 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Dec 19, 2026

1 Sailing

Dec 19, 2026

Published prices from

$11,449

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

12-night Prestige Isles Cruise From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Basseterre
Roseau
Castries
+4 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Mar 5, 2027

1 Sailing

Mar 5, 2027

Published prices from

$12,849

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
TCW EXCLUSIVE
Regent Seven Seas Cruises.

10-night Tropical Passage Cruise From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Roseau
Bridgetown (Barbados)
Castries
+5 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Mar 20, 2027

1 Sailing

Mar 20, 2027

Published prices from

$7,249

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

10-night Season To Cheer Cruise From Miami, Florida

Miami
Bahamian Waters
Puerto Plata
San Juan
Basseterre
+4 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

Published prices from

$8,249

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

$12,599

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

10-night A Journey In Beauty Cruise From Miami, Florida

Miami
Bahamian Waters
Roadtown
Gustavia
St. Maarten (Philipsburg)
+6 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Jan 5, 2028

1 Sailing

Jan 5, 2028

Published prices from

$6,749

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

10-night Untouched Treasures Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
St. Vincent (Kingstown)
Castries
Fort de France
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Jan 15, 2028

1 Sailing

Jan 15, 2028

Published prices from

$8,449

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.

10-night Tropical Heart & Soul Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. Vincent (Kingstown)
Castries
Fort de France
Pointe A Pitre
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Jan 25, 2028

1 Sailing

Jan 25, 2028

Published prices from

$6,549

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

10-night Sweetheart Sojourn Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
Oranjestad
Willemstad
Kralendijk
+4 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Feb 4, 2028

1 Sailing

Feb 4, 2028

Published prices from

$6,449

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

10-night Be My Island Valentine Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
St. Vincent (Kingstown)
Castries
Fort de France
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Feb 14, 2028

1 Sailing

Feb 14, 2028

Published prices from

$6,449

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.

15-night Romance Of Roseau Cruise From Miami, Florida

Miami
Bahamian Waters
Roadtown
Roseau
Castries
+8 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Feb 16, 2028

1 Sailing

Feb 16, 2028

Published prices from

$13,049

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

9-night Island Indulgence Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Castries
Fort de France
Roseau
Pointe A Pitre
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Feb 24, 2028

1 Sailing

Feb 24, 2028

Published prices from

$6,499

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

26-night Azure To Iberia Cruise From Panama City, Panama

Panama City
Panama Canal
Cartagena (Colombia)
Oranjestad
Willemstad
+11 more

Aboard

Seven Seas Prestige

From

Panama City, Panama

1 Sailing

Mar 14, 2028

1 Sailing

Mar 14, 2028

Published prices from

$17,499

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

12-night Bon Bini Aruba Cruise From Panama City, Panama

Panama City
Panama Canal
Cartagena (Colombia)
Oranjestad
Willemstad
+6 more

Aboard

Seven Seas Prestige

From

Panama City, Panama

1 Sailing

Mar 14, 2028

1 Sailing

Mar 14, 2028

Published prices from

$7,699

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

12-night Calypso Currents Cruise From Miami, Florida

Miami
Puerto Plata
Cayo Levantado
San Juan
Gustavia
+5 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Mar 20, 2028

1 Sailing

Mar 20, 2028

Published prices from

$8,299

per person*

taxes & fees included

A tropical island scene in Cayo Levantado with white sandy beaches, turquoise water, palm trees, and colorful resort buildings, with visitors relaxing on the shore and boats anchored near the coastline.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

27-night Springtime Atlantic Crossing Cruise From Miami, Florida

Miami
Puerto Plata
Cayo Levantado
San Juan
Gustavia
+12 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Mar 20, 2028

1 Sailing

Mar 20, 2028

Published prices from

$16,049

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

10-night Sapphire Archipelago Cruise From Miami, Florida

Miami
Roadtown
Pointe A Pitre
Castries
Roseau
+2 more

Aboard

Seven Seas Mariner

From

Miami, Florida

1 Sailing

Nov 7, 2028

1 Sailing

Nov 7, 2028

Published prices from

$6,549

per person*

taxes & fees included

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Regent Seven Seas Cruises.

12-night Celebrate The Caribbean Cruise From Miami, Florida

Miami
Florida Strait
Oranjestad
Willemstad
Kralendijk
+7 more

Aboard

Seven Seas Grandeur

From

Miami, Florida

1 Sailing

Dec 27, 2028

1 Sailing

Dec 27, 2028

Published prices from

$8,549

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

10-night Bongos & Breezes Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. Vincent (Kingstown)
St. George's
Castries
Fort de France
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Jan 8, 2029

1 Sailing

Jan 8, 2029

Published prices from

$6,999

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.

10-night The Azure Wild Cruise From Miami, Florida

Miami
Bahamian Waters
Puerto Plata
San Juan
Gustavia
+4 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Jan 9, 2029

1 Sailing

Jan 9, 2029

Published prices from

$7,299

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

10-night Bays & Breezes Cruise From Miami, Florida

Miami
Bahamian Waters
Roadtown
St. John's
Castries
+3 more

Aboard

Seven Seas Prestige

From

Miami, Florida

1 Sailing

Jan 19, 2029

1 Sailing

Jan 19, 2029

Published prices from

$7,499

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

10-night Current Of Calypso Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. Vincent (Kingstown)
St. George's
Castries
Fort de France
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Jan 28, 2029

1 Sailing

Jan 28, 2029

Published prices from

$7,099

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

10-night Fete Afloat Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Castries
Fort de France
Roseau
Pointe A Pitre
+5 more

Aboard

Seven Seas Grandeur

From

Bridgetown, Barbados

1 Sailing

Feb 7, 2029

1 Sailing

Feb 7, 2029

Published prices from

$7,299

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.