Caribbean

The Caribbean remains perennially popular and an iconic luxury cruise destination, a holiday paradise.

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Caribbean itineraries

We found 100+ cruises

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Seven Seas Navigator
Regent Seven Seas offer Tailor-made stay & cruise offer. Save over £2,000

Enjoy a night in New York prior to your all-inclusive luxury cruise to Boston, Bar Harbor and Bermuda where every luxury is included

14 October 2019 for 13 days
£3,590 pp incl. flights / Window Suite
£4,520 pp incl. flights / Deluxe Suite
£5,140 pp incl. flights / Concierge Suite

Highlights include
New York • Newport • Bar Harbor • Saint George's • New York

Read more about New York, New England & Bermuda Enquire into New York, New England & Bermuda now
Regent Seven Seas Cruises
SeaDream Yacht Club offer Special stay and cruise fares

Personalised and intimate, SeaDream's luxury Caribbean Cruises offer a remarkably different yachting experience. Sail through some of the most famous ports in the Caribbean and to many less crowded yet beautiful ports too.

7 November 2019 for 11 days
£3,640 pp incl. flights / Yacht Club Staterooms - …

Highlights include
San Juan • North Sound • Sandy Ground • Charlestown • South Friars Bay

Read more about Caribbean Yachting Pearls Enquire into Caribbean Yachting Pearls now
SeaDream Yacht Club
SeaDream Yacht Club offer Exclusive Fly Cruise Offer

When you book SeaDream for your next luxury Caribbean cruise, you’ll never look at this region the same way again. Discerning guests choose SeaDream for their holiday because of their love for the yachting and a casual yet luxurious lifestyle.

9 November 2019 for 8 days
£2,860 pp incl. flights / Yacht Club Staterooms - …

Highlights include
San Juan • North Sound • Sandy Ground • Charlestown • South Friars Bay

Read more about San Juan to Marigot Enquire into San Juan to Marigot now
SeaDream Yacht Club
Le Dumont-d’Urville
Ponant offer Special Expedition Fares

PONANT invites you on a 13-day cruise aboard Le Dumont-d’Urville. On this brand-new and particularly rich itinerary, discover a wide variety of landscapes : lush islands, white-sand beaches and the Orinoco River during a 3-days expedition with our naturalist guides.

13 November 2019 for 14 days
from £4,850 pp

Highlights include
Fort de France • Bequia • At Sea • Charlotteville • Fort-de-France

Read more about Adventure in Orinoco Enquire into Adventure in Orinoco now
Ponant
SeaDream II
SeaDream Yacht Club offer Exclusive Fly Cruise Offer

When you book SeaDream for your next luxury Caribbean cruise, you’ll never look at this region the same way again. Discerning guests choose SeaDream for their holiday because of their love for the yachting and a casual yet luxurious lifestyle.

16 November 2019 for 8 days
£2,760 pp incl. flights / Yacht Club Staterooms - …

Highlights include
South Friars Bay • Falmouth Bay • IIes des Saintes • Saba • Gustavia

Read more about Marigot to Marigot Enquire into Marigot to Marigot now
SeaDream Yacht Club
SeaDream Yacht Club offer Special stay and cruise fares

Personalised and intimate, SeaDream's luxury Caribbean Cruises offer a remarkably different yachting experience. Sail through some of the most famous ports in the Caribbean and to many less crowded yet beautiful ports too.

22 November 2019 for 9 days
from £3,695 pp incl. flights

Highlights include
St. Maarten • Sandy Ground • Charlestown • North Sound • San Juan

Read more about Caribbean Yachting Gems Enquire into Caribbean Yachting Gems now
SeaDream Yacht Club
Crystal Symphony
Crystal Cruises offer Tailor-made stay & cruise offer

Celebrate the traditions of Thanksgiving on a sun-drenched voyage through tropical isles, from crystalline waters in Turks & Caicos to coral reefs in Grand Cayman and quirky treasures in Key West.

22 November 2019 for 11 days
£2,550 pp incl. flights / Deluxe Stateroom with …
£2,750 pp incl. flights / Deluxe Stateroom
£2,965 pp incl. flights / Deluxe Stateroom with …

Highlights include
Miami • At Sea • At Sea • At Sea • Miami

Read more about Caribbean Discovery Enquire into Caribbean Discovery now
Crystal Cruises
SeaDream Yacht Club offer Exclusive Fly Cruise Offer

When you book SeaDream for your next luxury Caribbean cruise, you’ll never look at this region the same way again. Discerning guests choose SeaDream for their holiday because of their love for the yachting and a casual yet luxurious lifestyle.

23 November 2019 for 8 days
£2,915 pp incl. flights / Yacht Club Staterooms - …

Highlights include
Sandy Ground • Gustavia • South Friars Bay • White Bay • San Juan

Read more about Marigot to San Juan Enquire into Marigot to San Juan now
SeaDream Yacht Club
SeaDream Yacht Club offer Exclusive Fly Cruise Offer

When you book SeaDream for your next luxury Caribbean cruise, you’ll never look at this region the same way again. Discerning guests choose SeaDream for their holiday because of their love for the yachting and a casual yet luxurious lifestyle.

30 November 2019 for 8 days
£2,960 pp incl. flights / Yacht Club Staterooms - …

Highlights include
San Juan • North Sound • Gustavia • South Friars Bay • Charlotte Amalie

Read more about San Juan to St. Thomas Enquire into San Juan to St. Thomas now
SeaDream Yacht Club
Seven Seas Explorer
Regent Seven Seas offer Exclusive Fares - Save over £3,000 per suite

Take advantage of included flights and up to 84 free included shore excursions on this voyage where every luxury is included

7 December 2019 for 11 days
from £4,820 pp incl. flights

Highlights include
Miami • Cozumel • Harvest Caye • Roatán • Miami

Read more about Cuba, the Keys and Beyond Enquire into Cuba, the Keys and Beyond now
Regent Seven Seas Cruises