⚓ Cruises

Seabourn Caribbean cruises

46 itineraries with a bookable sailing ahead, 46 sailings, most popular first. Each card: how long, how many ports, when, from what price — and the bucket-list thing to do at every stop.

All cruises › Seabourn Caribbean cruises

Sailing from

Miami9 Bridgetown21 Philipsburg14 Halifax2

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Ranked by what people search for and where the cruise lines send the most ships.

17-night Bridgetown to Philipsburg

Seabourn · Seabourn Ovation

14 ports
One way
Sails Dec 11, 2027
From $9,519 pp
Luxury

Rodney Bay Full-Day Private Catamaran Sail to Soufrière & the Pitons
Scarborough Grand Circle Island Private Tour: Dawn to Dusk Tobago
Willemstad Private Full-Day Curaçao Island Tour with Local Expert

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7-night Caribbean from Bridgetown

Seabourn · Seabourn Ovation

6 ports
Round trip
Sails Dec 12, 2026
From $3,199 pp
Luxury

Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Terre-de-haut Private Catamaran Sail & Snorkel: Bay of Les Saintes
Saint-Pierre Île aux Marins: Private Guided Walk on the Ghost Island

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7-night Caribbean from Bridgetown

Seabourn · Seabourn Ovation

6 ports
Round trip
Sails Feb 6, 2027
From $5,834 pp
Luxury

Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Saint-Pierre Île aux Marins: Private Guided Walk on the Ghost Island
Roseau Boiling Lake Hike: Dominica's Ultimate Volcanic Pilgrimage

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24-night Halifax to Rio de Janeiro

Seabourn · Seabourn Venture

13 ports
One way
Sails Oct 1, 2027
From $11,814 pp
Luxury

Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
Little Bay Soufrière Hills Volcano Exclusion Zone Helicopter Tour
Rodney Bay Full-Day Private Catamaran Sail to Soufrière & the Pitons

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16-night Bridgetown to Rio de Janeiro

Seabourn · Seabourn Venture

9 ports
Repositioning
Sails Oct 13, 2026
From $6,719 pp
Luxury

Port of Spain Caroni Swamp: Scarlet Ibis Sunset Boat Safari
Devils Island Îles du Salut: Private Guided History & Wildlife Immersion
Fortaleza Private Half-Day Fortaleza Shore Excursion (4–6 hrs)

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16-night Bridgetown to Rio de Janeiro

Seabourn · Seabourn Venture

9 ports
Repositioning
Sails Oct 9, 2027
From $9,009 pp
Luxury

Port of Spain Caroni Swamp: Scarlet Ibis Sunset Boat Safari
Devils Island Îles du Salut: Private Guided History & Wildlife Immersion
Fortaleza Private Half-Day Fortaleza Shore Excursion (4–6 hrs)

See the whole trip →

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