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9 Results

Taxes and fees included in all prices shown

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Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

14-night Leeward Island Jewels Cruise From Miami, Florida

Miami
San Juan
Road Bay
Carambola Beach
Roseau
+6 more

Aboard

Seabourn Quest

From

Miami, Florida

2 Sailings

Nov 22 - Dec 6, 2026

2 Sailings

Nov 22 - Dec 6, 2026

Published prices from

$6,999

per person*

taxes & fees included

An aerial view of Carambola Beach Resort in St. Croix, with red-roofed buildings nestled among lush green tropical trees along the turquoise Caribbean Sea.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Seabourn logo

16-night Leeward Island Holiday Cruise From Miami, Florida

Miami
San Juan
Road Bay
Carambola Beach
Marigot
+8 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$10,999

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*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

14-night Windward & Leeward Islands Cruise From Miami, Florida

Miami
Cruz Bay
St. Barthelemy
Carambola Beach
Fort de France
+6 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Dec 4, 2027

1 Sailing

Dec 4, 2027

Published prices from

$7,499

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
Seabourn logo

17-night Hidden Yacht Harbor Holiday Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
Rodney Bay
Scarborough
Willemstad
Kralendijk
+10 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 11, 2027

1 Sailing

Dec 11, 2027

Published prices from

$11,199

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*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

10-night Southern Caribbean & St. Barts Holiday Cruise From Miami, Florida

Miami
San Juan
Road Bay
Little Bay
Carambola Beach
+2 more

Aboard

Seabourn Quest

From

Miami, Florida

2 Sailings

Dec 18, 2027 - Dec 28, 2028

2 Sailings

Dec 18, 2027 - Dec 28, 2028

Published prices from

$6,999

per person*

taxes & fees included

An aerial view of Carambola Beach Resort in St. Croix, with red-roofed buildings nestled among lush green tropical trees along the turquoise Caribbean Sea.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

10-night Caribbean Yacht Harbor Holiday Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
Port Elizabeth (Bequia)
St. Pierre
Terre-de-Haut
+6 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

Published prices from

$7,299

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

21-night Bonaire, Curacao & Southern Caribbean Holiday Cruise From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
Port Elizabeth (Bequia)
St. Pierre
Terre-de-Haut
+11 more

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Dec 18, 2027

1 Sailing

Dec 18, 2027

Published prices from

$14,299

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Seabourn logo

11-night Yachtsman's Holiday In Aruba, Bonaire & Curacao Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)
Sopers Hole
Road Bay
Falmouth Harbour
Carambola Beach
+6 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 28, 2027

1 Sailing

Dec 28, 2027

Published prices from

$7,699

per person*

taxes & fees included

An aerial view of a sandbar in Alter do Chão, Brazil, with a few small huts and boats, surrounded by the clear, calm waters of the Tapajós River.
Seabourn logo

40-night Amazon Explorer & Caribbean Discovery Cruise From Miami, Florida

Miami
Basse Terre
Port Elizabeth (Bequia)
St. George's
Port of Spain
+17 more

Aboard

Seabourn Quest

From

Miami, Florida

1 Sailing

Nov 18, 2028

1 Sailing

Nov 18, 2028

Published prices from

$21,899

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.