Sailing Cuba - South Coast Explorer

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Those turquoise waters you always hear about in Cuba? They’re just as beautiful as everyone says — but don’t just see for yourself, you should try sleeping right on the gentle waves. This eight-day sailing tour starts and ends in vibrant Havana, then welcomes you onto our spacious catamaran to head down the southern coast. Along the way visit plenty of beaches, explore the colonial city of Trinidad, and snorkel right off the comfortable catamaran that’ll be your home away from home. With some of the freshest seafood you’ll ever taste, the only catch will be the daily one served at dinner.


Day 1: Havana/Cienfuegos

Arrive in time for the 3pm welcome meeting at the joining point hotel. After, travel to Cienfuegos and set sail, spending the night aboard the catamaran.

Have a safety briefing and dinner on board, then spend the evening getting acquainted with the crew and yacht, sailing out of Cienfuegos.

Includes: Dinner

Day 2: Cienfuegos/Casilda

Head down the coast to Guajimico, where you can enjoy an optional cave hike with a local guide, snorkel or relax by the pool. Enjoy lunch at the hotel with fantastic views, before sailing down the coast to drop anchor near Casilda.

Includes: Breakfast, Dinner

Day 3: Trinidad

Travel into the town of Trinidad for a tour of the city and time to discover this Spanish colonial town that was founded in the 16th century and still preserves a look and feel of the past. Head back to the boat in the afternoon, and relax on the beach.

Includes: Breakfast, Dinner

Day 4: Casilda/Cayo Blanco de Zaza

Head to Cayo Blanco de Zaza. Enjoy snorkelling along the way. Opt to explore this beautiful deserted island and its Mangroves, swim off the boat or relax on the beach.

Includes: Breakfast, Lunch, Dinner

Day 5: Cayo Blanco de Zaza/Cayos Machos de Fuera

Explore the remote and beautiful island of Cayo Macho de Fuera. Snorkel the crystal-clear waters in search of colourful fish, relax on the beach, or search for the local iguanas, and hutias. Enjoy another beautiful sunset over the water.

Includes: Breakfast, Lunch, Dinner

Day 6: Cayos Machos de Fuera/Cayo Blanco

Sail to Cayo Blanco de Casilda, then spend the afternoon relaxing on the beach, snorkelling or kayaking. If you are feeling more active, why not take a short hike.

Includes: Breakfast, Dinner

Day 7: Cayo Blanco/Cienfuegos

Enjoy a final day of sailing the beautiful Cuban waters, as we make our way back to Cienfuegos. Explore the colourful colonial city, then return to the boat for a final dinner, with live music. Later, opt to join the group for a night on the town.

Includes: Breakfast, Lunch, Dinner

Day 8: Cienfuegos/Havana

Depart Cienfuegos after breakfast and arrive back into Havana around midday when the trip will end. After being dropped off at the hotel your CEO will be able to help with onward travel arrangements.

Includes: Breakfast

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