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A stunning panoramic view of Rodney Bay on the island of St. Lucia, showing a bustling harbor filled with sailboats, a colorful town, and lush green hills under a bright blue, cloudy sky.

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

TCW EXCLUSIVE

15-night Southern Caribbean In Depth Cruise From Miami, Florida

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$7,799

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

8-night Southern Caribbean Gems Cruise From Miami, Florida

Aboard

Seabourn Ovation

From

Miami, Florida

1 Sailing

Nov 20, 2026

1 Sailing

Nov 20, 2026

Published prices from

$4,299

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

14-night Leeward Island Jewels Cruise From Miami, Florida

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

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*+ 3 more offers

TCW EXCLUSIVE

14-night Exotic Caribbean In Depth Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

7 Sailings

Nov 28, 2026 - Mar 13, 2027

7 Sailings

Nov 28, 2026 - Mar 13, 2027

Published prices from

$7,099

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

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

TCW EXCLUSIVE

7-night Classic Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

13 Sailings

Nov 28, 2026 - Mar 11, 2028

13 Sailings

Nov 28, 2026 - Mar 11, 2028

Published prices from

$4,099

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

7-night Yachtsman's Caribbean Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+3 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

13 Sailings

Dec 5, 2026 - Mar 18, 2028

13 Sailings

Dec 5, 2026 - Mar 18, 2028

Published prices from

$3,999

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

14-night Yachtsman's Caribbean In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

Published prices from

$6,699

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

7-night Caribbean Gems Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

2 Sailings

Dec 12, 2026 - Feb 6, 2027

2 Sailings

Dec 12, 2026 - Feb 6, 2027

Published prices from

$3,799

per person*

taxes & fees included

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

TCW EXCLUSIVE

16-night Leeward Island Holiday Cruise From Miami, Florida

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

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

TCW EXCLUSIVE

7-night Treasures Of Aruba, Bonaire & Curacao Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Jan 2, 2027

1 Sailing

Jan 2, 2027

Published prices from

$4,099

per person*

taxes & fees included

A captivating half-underwater, half-above-water shot of a person snorkeling in the vibrant turquoise waters of the British Virgin Islands with stunning rock formations and palm trees visible above the waterline.

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

TCW EXCLUSIVE

14-night Caribbean Gems In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

3 Sailings

Jan 16 - Mar 6, 2027

3 Sailings

Jan 16 - Mar 6, 2027

Published prices from

$9,899

per person*

taxes & fees included

A long, green steel-arched bridge with multiple supports, the Laviolette Bridge, spanning the wide St. Lawrence River near Trois-Rivières, with a grassy riverbank in the foreground.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

19-night Yachtsman's Caribbean & Atlantic Passage Cruise From Philipsburg, St. Maarten, The Netherlands

St. Maarten (Philipsburg)

Sopers Hole

Carambola Beach

Trois Isles

Port Elizabeth (Bequia)

+7 more

Aboard

Seabourn Ovation

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Mar 20, 2027

1 Sailing

Mar 20, 2027

Published prices from

$10,799

per person*

taxes & fees included

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

12-night Caribbean & Atlantic Passage Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Seabourn Ovation

From

Bridgetown, Barbados

1 Sailing

Mar 27, 2027

1 Sailing

Mar 27, 2027

Published prices from

$5,999

per person*

taxes & fees included

A rugged, high-angle shot of the dramatic rocky coastline of Hebron, Labrador, with waves crashing against the jagged cliffs and dark blue water stretching to the horizon.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

69-night Northern Hemisphere Explorer: Arctic To South America Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 17, 2027

1 Sailing

Aug 17, 2027

"A beautiful aerial view of the colorful, snow-covered houses of the small village of Uummannaq, Northwest Greenland, at the foot of the magnificent Uummannaq Mountain. "

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

53-night Arctic Expeditions & Southern Caribbean Harbors Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 17, 2027

1 Sailing

Aug 17, 2027

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

94-night Grand Expedition: Pole To Pole Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 17, 2027

1 Sailing

Aug 17, 2027

Colorful houses along the waterfront in Nuuk, Greenland.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

82-night Grand Expedition: Arctic To Antarctica Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

2 Sailings

Aug 29, 2027 - Aug 30, 2028

2 Sailings

Aug 29, 2027 - Aug 30, 2028

A stunning sunset view of a historic stone lighthouse on Rose Island in Newfoundland and Labrador, with its light glowing as the sun sets over the Atlantic Ocean.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

57-night Northern Hemisphere Explorer: Greenland To Brazil Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 29, 2027

1 Sailing

Aug 29, 2027

A vibrant display of the green Northern Lights, or Aurora Borealis, illuminating the dark blue sky over a snow-capped mountain and calm water on Resolution Island.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

41-night Northwest Passage, Labrador Coast & Caribbean Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Aug 29, 2027

1 Sailing

Aug 29, 2027

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

TCW EXCLUSIVE

23-night Wild Labrador Coast & Southern Caribbean Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Sep 16, 2027

1 Sailing

Sep 16, 2027

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

64-night Labrador Coast, Caribbean, South America & Scotia Arc Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Sep 16, 2027

1 Sailing

Sep 16, 2027

A beautiful coastal scene in Indian Harbour, Newfoundland, with a wooden boardwalk hugging the rocky shoreline, leading into a dense forest with hints of autumn foliage.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

39-night Wild Labrador Coast, Caribbean & South American Cruise From Reykjavik, Iceland

Aboard

Seabourn Venture

From

Reykjavik, Iceland

1 Sailing

Sep 16, 2027

1 Sailing

Sep 16, 2027

Up to $2,500 Onboard Credit*

8-night Southern Caribbean Yacht Harbors Cruise From Halifax, Nova Scotia

Halifax (Nova Scotia)

Carambola Beach

Little Bay

Rodney Bay

Bridgetown (Barbados)

Aboard

Seabourn Venture

From

Halifax, Nova Scotia

1 Sailing

Oct 1, 2027

1 Sailing

Oct 1, 2027

Published prices from

$4,799

per person*

taxes & fees included

A breathtaking action shot of a killer whale breaching from the deep blue Antarctic waters, with a massive glacier and icebergs in the background.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

49-night Caribbean, South America & Scotia Arc Expedition Cruise From Halifax, Nova Scotia

Halifax (Nova Scotia)

Carambola Beach

Little Bay

Rodney Bay

Bridgetown (Barbados)

+18 more

Aboard

Seabourn Venture

From

Halifax, Nova Scotia

1 Sailing

Oct 1, 2027

1 Sailing

Oct 1, 2027

Rio de Janeiro panoramic with Sugarloaf Mountain and Guanabara Bay.

Up to $500 FREE Onboard Credit*+ 2 more offers

TCW EXCLUSIVE

24-night Southern Caribbean & South American Expedition Cruise From Halifax, Nova Scotia

Halifax (Nova Scotia)

Carambola Beach

Little Bay

Rodney Bay

Bridgetown (Barbados)

+10 more

Aboard

Seabourn Venture

From

Halifax, Nova Scotia

1 Sailing

Oct 1, 2027

1 Sailing

Oct 1, 2027

Published prices from

$13,899

per person*

taxes & fees included

15-night Southern Caribbean In Depth Cruise From Miami, Florida

$7,799

8-night Southern Caribbean Gems Cruise From Miami, Florida

$4,299

14-night Leeward Island Jewels Cruise From Miami, Florida

$6,999

14-night Exotic Caribbean In Depth Cruise From Bridgetown, Barbados

$7,099

7-night Classic Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

$4,099

7-night Yachtsman's Caribbean Cruise From Philipsburg, St. Maarten, The Netherlands

$3,999

14-night Yachtsman's Caribbean In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

$6,699

7-night Caribbean Gems Cruise From Bridgetown, Barbados

$3,799

16-night Leeward Island Holiday Cruise From Miami, Florida

$10,999

7-night Treasures Of Aruba, Bonaire & Curacao Cruise From Bridgetown, Barbados

$4,099

14-night Caribbean Gems In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

$9,899

19-night Yachtsman's Caribbean & Atlantic Passage Cruise From Philipsburg, St. Maarten, The Netherlands

$10,799

12-night Caribbean & Atlantic Passage Cruise From Bridgetown, Barbados

$5,999

69-night Northern Hemisphere Explorer: Arctic To South America Cruise From Reykjavik, Iceland

53-night Arctic Expeditions & Southern Caribbean Harbors Cruise From Reykjavik, Iceland

94-night Grand Expedition: Pole To Pole Cruise From Reykjavik, Iceland

82-night Grand Expedition: Arctic To Antarctica Cruise From Reykjavik, Iceland

57-night Northern Hemisphere Explorer: Greenland To Brazil Cruise From Reykjavik, Iceland

41-night Northwest Passage, Labrador Coast & Caribbean Cruise From Reykjavik, Iceland

23-night Wild Labrador Coast & Southern Caribbean Cruise From Reykjavik, Iceland

64-night Labrador Coast, Caribbean, South America & Scotia Arc Cruise From Reykjavik, Iceland

39-night Wild Labrador Coast, Caribbean & South American Cruise From Reykjavik, Iceland

8-night Southern Caribbean Yacht Harbors Cruise From Halifax, Nova Scotia

$4,799

49-night Caribbean, South America & Scotia Arc Expedition Cruise From Halifax, Nova Scotia

24-night Southern Caribbean & South American Expedition Cruise From Halifax, Nova Scotia

$13,899

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15-night Southern Caribbean In Depth Cruise From Miami, Florida

$7,799

8-night Southern Caribbean Gems Cruise From Miami, Florida

$4,299

14-night Leeward Island Jewels Cruise From Miami, Florida

$6,999

14-night Exotic Caribbean In Depth Cruise From Bridgetown, Barbados

$7,099

7-night Classic Caribbean Yacht Harbors Cruise From Bridgetown, Barbados

$4,099

7-night Yachtsman's Caribbean Cruise From Philipsburg, St. Maarten, The Netherlands

$3,999

14-night Yachtsman's Caribbean In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

$6,699

7-night Caribbean Gems Cruise From Bridgetown, Barbados

$3,799

16-night Leeward Island Holiday Cruise From Miami, Florida

$10,999

7-night Treasures Of Aruba, Bonaire & Curacao Cruise From Bridgetown, Barbados

$4,099

14-night Caribbean Gems In Depth Cruise From Philipsburg, St. Maarten, The Netherlands

$9,899

19-night Yachtsman's Caribbean & Atlantic Passage Cruise From Philipsburg, St. Maarten, The Netherlands

$10,799

12-night Caribbean & Atlantic Passage Cruise From Bridgetown, Barbados

$5,999

69-night Northern Hemisphere Explorer: Arctic To South America Cruise From Reykjavik, Iceland

53-night Arctic Expeditions & Southern Caribbean Harbors Cruise From Reykjavik, Iceland

94-night Grand Expedition: Pole To Pole Cruise From Reykjavik, Iceland

82-night Grand Expedition: Arctic To Antarctica Cruise From Reykjavik, Iceland

57-night Northern Hemisphere Explorer: Greenland To Brazil Cruise From Reykjavik, Iceland

41-night Northwest Passage, Labrador Coast & Caribbean Cruise From Reykjavik, Iceland

23-night Wild Labrador Coast & Southern Caribbean Cruise From Reykjavik, Iceland

64-night Labrador Coast, Caribbean, South America & Scotia Arc Cruise From Reykjavik, Iceland