Sail to paradise and back again on a cruise around the Cuban islands of the Canarreos Archipelago.

After getting your fill of Havana’s vibrant Old Town and spicy nightlife, leave it all behind on a voyage around the stunning Canarreos Peninsula. Each uninhabited island provides a new adventure, from sun and sand and crystal waters, to monkeys, iguanas and cute little hutias. The balmy waters are a snorkeler’s dream, with loggerhead turtles, manta rays and countless colours of fish all on display. Or simply throw down a towel and soak up the sun on some of the best beaches in the world.

Our Bahamas sailing tours

9 Days From $1,515

Set sail across the Caribbean Sea to visit the untouched and idyllic islands of Cuba. A...

Highlights of sailing in Cuba


The living time-capsule of Havana is one of the most unique cities of the modern world. Walk streets lined with classic American cars and crumbling colonial architecture. Experience Havana’s beautifully preserved Old Town, Habana Vieja, and drive down the Malecon, a 7-kilometre (4 mile) seaside strip.

Cayeria Los Majaes

Cayeria Los Majaes is a small group of islands ideal for basking on sun kissed beaches and snorkelling clear waters. The pools surrounding the islands are less than a metre deep, with temperatures that average around 30C (86F). A myriad of marine life frequents the warm waters, and you might even spot the large colony of iguanas that live on the shores.

Cayo Alcatraz

It’s not hard to imagine the white sands and clear blue waters of Cayo Alcatraz. As tempting as it may be to simply catch some sun on the beach, the shallow surrounds of this uninhabited island are perfect for snorkelling, offering a chance to find stingrays and manta rays alongside a kaleidoscope of colourful fish.

Cayo Cantiles

Cayo Cantiles is largely uninhabited, save for the three workers who tend to the monkey sanctuary. The island has been named a biological centre for preservation, and although it’s earned the nickname ‘Monkey Island,’ you’ll also get the chance to spot iguanas, and the curious hutias that call the island home.

Our boats

Orana 44

This spacious catamaran provides smooth sailing through Cuban waters. The sundeck up top is perfect for basking with a cocktail, while the twin-hull provides plenty of room below deck as well. The Orana 44 has four twin-share cabins complete with ensuite, a communal saloon with panoramic windows and a cockpit ready-made for drinking and dining.

Learn more about Orana 44


Highlights of Italy, September 2018

David Chin

Best of Turkey, September 2018

John Haverkamp

Sumatra Adventure, September 2018

Pauline Bowker

Rajasthan Experience, October 2018

Sue Crozier

Galapagos Island Hopping, October 2018

Franziska Schauenburg

Vietnam Express Southbound, October 2018

Emma Hennessy

Explore Croatia, September 2018

Josef Bogosian

Indian Getaway, October 2018

Ben Proctor

Best of Morocco, September 2018

Frank Guarino

Argentina & Brazil Adventure, September 2018

Marie Booth

Everest Base Camp & Gokyo Lakes, September 2018

Matthew Worlley

Balkan Adventure, September 2018

Carolyn Prellwitz

Inca Encounter, September 2018

Sammer Osman

Cycle Japan, September 2018

Gabriella Barker

Wild Sarawak, August 2018

Gordon Henry

Cambodian Traveller, September 2018

Nadia Salameh

Morocco Uncovered, September 2018

Laurie Sproule

Morocco: Hike, Bike & Horse Ride, October 2018

Sharon Crowe

Egypt Adventure, September 2018

Robert Chatham

Best of Morocco, September 2018

Annemarie Waldmeier

Balkan Adventure, September 2018

Lucas Maughan

Explore Egypt, September 2018

Elizabeth Farrier

Dubrovnik to Athens, September 2018

Andrea Kurz

Croatia & Slovenia, September 2018

Glennis Pitches

Rajasthan Adventure, September 2018

Kate Cameron-Donald

Trek Jordan, October 2018

Mike Bardsley

Jordan & Egypt Express, September 2018

Alexia Hoy

Namibia Discovery, September 2018

Isobel Cope

India's Golden Triangle, October 2018

Emma O'Connor

Jordan & Egypt Express, September 2018

Alexia Hoy

Balkan Adventure, September 2018

vyas samir

Barcelona to Berlin, August 2018

Paul Wisniewski

Andorra: Hike, Bike & Raft , September 2018

Terry Hemingway

Balkan Adventure, September 2018

John Ryan

Galapagos Island Hopping, September 2018

Fiona Simpson

Kathmandu to Delhi, September 2018

Wendy Stockdale

Read more about Cuba