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 £1,520

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


Croatia Sailing Adventure - Split to Dubrovnik, June 2018

Caroline Houser

Mt Rushmore to Yellowstone, July 2018

Donald McLeod

Vic Falls to Cape Town, June 2018

Julie Lim

Sri Lanka Real Food Adventure, July 2018

Edith Gulliver

Grand Canadian Rockies, July 2018

Vanessa Kimberley

Mongolia's Naadam Festival, June 2018

Karin Ioannidis

Sabah Adventure, June 2018

Christina Richardson

Wild Mongolia, July 2018

Carmen Morrison

Morocco: Hike, Bike & Horse Ride, June 2018

Trish Stevenson

Morocco: Hike, Bike & Horse Ride, June 2018

Trish Stevenson

Explore Jordan, April 2018

Frances Hall

Inca Trail Express, July 2018

Johanna Webster

Cambodian Traveller, July 2018

Christine Gray

Portugal Real Food Adventure, featuring Galicia, July 2018

Brenda Tucker

Guatemala to Mexico, April 2018

Olivia Turner

Road to Zanzibar, July 2018

Kevin Ikeda

North Morocco Adventure, June 2018

Lorraine Collins

Sardinia & Corsica Sailing Adventure, July 2018

Emma Phillips

Peru Encompassed, June 2018

Laura Haas

Vietnam Express Northbound, July 2018

Taylor Ferguson

Vietnam Express Northbound, July 2018

Carolyn Beresford

Beautiful Cuba, July 2018

Helen Olds

Moldova, Ukraine & Romania Explorer, June 2018

Estella Gold

Cambodian Traveller, July 2018

Kamilah Lee

Botswana Adventure, July 2018

Anne McGregor

Slovenia & Croatia Real Food Adventure, May 2018

Lesley Howard

Treasures of Vietnam, July 2018

Katerina Grace

South Morocco Discovery, June 2018

Laura Westmore

Treasures of Vietnam, July 2018

Tegan Woodbridge

Road to Zanzibar, July 2018

Timothy Driscoll

Cambodian Traveller, July 2018

Irene Dunne

Cambodia Discovery, July 2018

Leah Sargent

Serengeti Trail, July 2018

Reid Olson

Highlights of Thailand, July 2018

Jason Kho

Circle Sri Lanka, May 2018


Serengeti Trail, June 2018

Ashley Cureton

Read more about Cuba