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71

Ports

30

Countries

34

Unique Itineraries

55

Total Departures

Featured 2026-2027 Caribbean Sailings

Map Of Itinerary C7S14E

14-day Caribbean Gems in Depth

Ship: Seabourn Ovation

Departs Philipsburg, Sint Marteen
Arrives  Philipsburg, Sint Marteen

Map Of Itinerary C6E16A

16-day Leeward Island Holiday

Ship: Seabourn Quest

Departs St. Marteen
Arrives  St. Marteen

Map Of Itinerary C7S14D

14-Day Exotic Caribbean In Depth

Ship: Seabourn Ovation

Departs Bridgetown, Barbados
Arrives  Bridgetown, Barbados

Map Of Itinerary C7S07J

7-Day Yachtsman's Caribbean

Ship: Seabourn Ovation

Departs Philipsburg, Sint Maarten
Arrives  Bridgetown, Barbados

Island Time in Ultra-Luxury

Slip into island time as you explore diverse islands and stunning white-sand beaches during 7-16 day sailings to Caribbean yacht harbors.

Enjoy access to at least seven UNESCO World Heritage sites, visits to boutique ports, and complimentary special events and experiences including our popular Marina Day, Caviar in the Surf®, and Shopping with the Chef in select destinations - all while enjoying Seabourn Ultra-Luxury. 

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Complimentary Seabourn Signature Events

Caviar in the Surf®*

As part of this standout event, a Zodiac® approaches the beach, seemingly from out of nowhere. The uniformed staff members plunge from the Zodiac into the water and invite guests to wade in and get chilled Champagne and caviar at a surfboard bar. A lavish barbeque lunch is served on the beach, with live music filling the air. Water sports and toys are set up on the beach for guests to use, and there is plenty of time to enjoy them, or just relax and take it all in.

Marina Day*

On this fun-filled active day, guests can get outside and experience all kinds of complimentary watersports, launching either from the ship's unique retractable Marina platform or from a sparkling beach. Choose from a wide array of aquatic activities, including kayaks, pedal boays, donut rides, banana boats, paddleboards, waterskiing, and more. You can try them all, pick and choose, or just relax and enjoy the scenery. It's a truly immersive day unlike any other, anywhere. 

*Caviar in the Surf® and Marina Day are weather and conditions permitting and are available in select destinations. 

Featured Ports

UNESCO World Heritage Ports

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Now Sailing: Caribbean 2026/27 Seabourn Ships

Meet the Caribbean 2026-2027 Fleet

Meet Seabourn Quest

Meet Seabourn Encore

Meet Seabourn Ovation

What's Included

Complimentary Special Events and Experiences

Local Entertainment

Immerse yourself in the vibrant song and dance of the Caribbean.

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Local Entertainment

Immerse yourself in the vibrant song and dance of the Mediterranean with performances by local musicians and artists. Delight in entertainment that is uniquely tailored to these sailings, showcasing the rich, ancient cultures and captivating traditions of this majestic region.

Surf Wi‑Fi Package powered by Starlink

Seabourn includes complimentary Wi‑Fi with unlimited minutes for all bookings.

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Surf Wi‑Fi Package powered by Starlink

Stay in touch with family and friends or take advantage of working remotely while you’re on board. Seabourn includes complimentary Wi‑Fi with unlimited minutes for all bookings so guests can access the internet throughout their voyage from anywhere on the ship. 

All Seabourn ships are equipped with next generation Wi‑Fi connectivity with SpaceX’s Starlink, the leader in Low Earth Orbit (LEO) satellite technology. The upgraded technology provides Seabourn’s guests with faster service, greater connectivity and more reliable Wi‑Fi wherever Starlink’s services are available.

Evenings Under the Stars & Let's Dance! Party

Join your loved ones and fellow explorers for an unforgettable evening beneath the stars.

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Evenings Under the Stars & Let's Dance! Party

Join your loved ones and fellow explorers for an unforgettable evening beneath the stars, where live music sets the stage for an exquisite Seabourn experience. Hosted poolside under the celestial sky, this Seabourn Signature Event is brought to life by our dedicated entertainment team.

Connect with a Seabourn Personal Cruise Consultant

Planning your next voyage with your complimentary Seabourn Personal Cruise Consultant includes exclusive benefits:

  • Personalized Advice: Tailored recommendations based on your preferences and needs.

  • Insider Knowledge: Your Personal Cruise Consultant has a wealth of knowledge on destination information and Seabourn exclusive features you may not find on your own.

  • Time Savings: From initial booking, to managing changes, your Personal Cruise Consultant saves you time and effort.

  • Stress-Free Planning: They assist with travel arrangements before and after your cruise, ensuring a seamless experience. 

  • Best Offers: Always advocating for you, your Personal Cruise Consultant will secure your preferred suite with the best fares and special offers.  

If you are using the services of a travel advisor, please contact them to book.

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Explore Seabourn's 2026/2027 Winter Spring Voyages