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2026 Fly Cruises

Winter sunshine, effortless travel, and the art of slow island discovery.

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Effortless Escapes with Flights Included

Fly direct from the UK to Barbados with Virgin Atlantic for a seamless start to your Caribbean adventure. 

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Island-Hopping Made Simple

Discover Curaçao’s colours, Dominica’s green hills and Antigua’s beaches on thoughtfully crafted 14- to 24-night voyages.

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Smaller-Ship Comfort on Renaissance 

Sail in style aboard Renaissance - spacious, welcoming and filled with Ambassador’s signature British warmth. 

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Winter Sun, Done Beautifully 

Depart between October and December 2026 for balmy days, soft breezes and the Caribbean’s golden light. 

A journey beyond

Your 2026 Caribbean Fly Cruises begins with the ease of flying direct to Barbados - where turquoise bays and warm island smiles welcome you. From there, Renaissance becomes your home for a journey across the Caribbean’s most captivating shores. 

Each voyage blends leisurely sea days with ports rich in culture and natural beauty: the spice-scented hills of Grenada, the Dutch charm of Curaçao, the vibrant streets of Guadeloupe and the crystal reefs of Bonaire. With flights, transfers and meals taken care of, all you need to do is relax and let the rhythm of the islands unfold. 

Couple glasses of chilled cocktails with rum on a Caribbean Beach
St John's, Antigua. Colorful buildings at the cruise port.
Beachfront scene with turquoise water, sandy shore, palm trees, and colorful buildings in Jamaica

Why choose a Caribbean Fly Cruise with Ambassador?

Ambassador’s Caribbean Fly Cruises are crafted for those who love exploration but value ease. Smaller ships, around 1,100 guests mean a friendlier atmosphere and the freedom to reach lesser-visited ports. Our partnership with Virgin Atlantic ensures your journey is seamless from take-off to sail-away, while Holiday Extras help you personalise every detail - from airport lounges to insurance. 

You’ll enjoy full-board dining, nightly entertainment, attentive service and an itinerary curated for balance: vivid days ashore, tranquil days at sea and the comfort of returning to the same welcoming ship each evening. 

What Makes Ambassador Special?

Featured 2026 Caribbean Fly Sailings

When to go

Our 2026 Caribbean Fly Sailings run from October to December 2026, perfectly timed for warm days, calm seas and a welcome break from the British winter. With return flights via Virgin Atlantic and easy Holiday Extras, it’s the simplest way to find sunshine when you need it most. 

Choose from ->

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Late October: UK–Caribbean transatlantic adventure

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November: Sun-drenched island-hopping

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Early December: Peaceful pre-Christmas escape

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Christmas & New Year: Festive sailing with a tropical twist

Aerial view of a tropical beach with turquoise water, people swimming, and sunbathers under thatched umbrellas surrounded by palm trees.

Sail with confidence

Ambassador’s fly cruises are designed for reassurance as well as delight. With ATOL protection, return flights, and carefully arranged transfers, every journey is stress-free. From booking to boarding, you’ll enjoy the peace of mind of travelling with the UK’s affordable quality cruise line. 

Terms and Conditions

All the flights and flight-inclusive holidays in this promotion are financially protected by the ATOL scheme. When you pay you will be supplied with an ATOL Certificate. Please ask for it and check to ensure that everything you booked (flights, hotels and other services) is listed on it. Please see our booking conditions for further information or for more information about financial protection and the ATOL Certificate go to: www.caa.co.uk

Extras not included: Travel insurance, travel costs to/ from the port of embarkation, however we do include transfers between the airport and ship in Barbados, port parking, onboard gratuities and service charges where a package has not been purchased (automatically billed to the onboard account), optional shore excursions, discretionary expenditure of a personal nature including hot and cold alcoholic & non-alcoholic drinks, gifts, shopping, laundry, Wi-Fi and communication, and any visa & health certificate charges that may apply. Ambassador Cruise Line reserves the right to cancel, change or amend any theme cruise activities/speakers/acts at short notice. In the event of your cruise being cancelled, you will be guaranteed a full refund. Cruise holidays booked with Ambassador Cruise Holidays Limited, trading as Ambassador Cruise Line, are financially protected in accordance with the Package Travel and Linked Arrangements Regulations 2018. Copyright 2025. Ambassador Cruise Holidays Limited is a company registered in England and Wales. Registered number: 13299365.

Copyright 2025 Ambassador Cruise Line is a trading name of Ambassador Cruise Holidays Limited.

Ambassador Cruise Holidays Limited is a company registered in England and Wales. Registered number: 13299365