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 $2,398

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

Highlights of sailing in Cuba

Havana

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

Reviews

Circle Sri Lanka, September 2018

Marian Kee

Morocco Uncovered, September 2018

Patricia Veanes

Vic Falls to Cape Town, August 2018

Susan Castle

Highlights of Thailand, September 2018

Steph Burwell

Morocco Uncovered, August 2018

Debra Rule

Jordan Real Food Adventure, September 2018

Lucy Evans

Canadian Rockies, September 2018

Jeffrey Quine

Best of Morocco, September 2018

Kathryn Rydeen

Classic Rajasthan, September 2018

Shaye Long

Circle Sri Lanka, September 2018

Joann Copping

China's Silk Road , September 2018

Katharine Abu

Highlights of Thailand, September 2018

Catherine Barr

North Morocco Adventure, September 2018

Jacqueline Firth

Cambodia Real Food Adventure , August 2018

Kelly Hendry

Highlights of Thailand, September 2018

Jacqueline Manton

Highlights of Italy, September 2018

Keegan Dalbeth

Big Apple to Big Easy, September 2018

Charlotte George

Canadian Rockies, September 2018

Judith Quine

Athens to Santorini, September 2018

Alicia Cunningham

Explore Croatia, September 2018

Nancy Lamprecht

Cycle Croatia, September 2018

Jennifer Wronski

Berlin to Venice, September 2018

Nicholas Anderson Qiu

India's Golden Triangle, September 2018

Scott Radunz

India's Golden Triangle, September 2018

Nancy Constable and Barbara (Vickie) Carter Constable and Carter

India's Golden Triangle, September 2018

Claire Gaughran

Land of Belize, September 2018

Ashlea Russell

Athens to Santorini, September 2018

Jocelyn Castonguay

North India Highlights, September 2018

Edward Munn

South Morocco Discovery, September 2018

donna kelley

Vietnam Family Holiday , August 2018

Sue Warman

The Canal du Midi (Homps to Castelnaudary), September 2018

Pam Harrison

Experience Madagascar, August 2018

Holly Vos

Athens to Santorini, September 2018

Carol Rush

Explore Jordan, September 2018

Mark Cross

Rome to Amalfi, September 2018

Wendy LaBarre

Madrid to Marrakech, September 2018

Mary-Anne Taylor

Read more about Cuba