Cuba Libre & Sailing

CubaCruise, Culture

Cuba Libre and Sailing adventure from SGD 3,569 per person

Roaming over its green hills or sailing along its tiny, white-sanded islands, you’ll wonder what took you so long to see "the other Cuba." This unique combo adventure on land and water will take you places most people don’t know even exist. Meander through the lush, laid back communities of Cuba’s "Garden Province" and dive into local culture for a night at a unique homestay. Sail aboard a catamaran to tour (and lay on) the secluded beaches of the thinly populated Canarreos Archipelago islands. Experience life in the sun you’ve always hoped was real.

15 Nights
From SGD 3,569Per Person

Cuba Libre and Sailing

Right now is an exciting time in Cuba with rapidly changing legislation and local conditions. Cuba has seen a massive increase in tourism lately, which has put a strain on local tourist infrastructure. While we will will strive to operate our tours as closely to published itineraries as possible, conditions often change from one day to the next, and minor tour modifications may be necessary with no advance notice.

Arrive in Havana at any time.

Visit a cigar factory in Pinar del Rio. Spend time exploring the beautiful valley.

Meals included: Breakfast

Enjoy a free day in the area. Opt to go caving, hiking, biking, horseback riding, or just relax and enjoy the beautiful views of the valley.

Meals included: Breakfast

Travel to María la Gorda, a UNESCO beach town. Opt to go on a sunset boat ride, go snorkelling or relax on the beach.

Meals included: Breakfast

Enjoy an excursion to Cabo San Antonio with a stop at the Roncalí lighthouse.

Meals included: Breakfast

Opt to explore coffee plantations, waterfalls, and natural springs.

Meals included: Breakfast

Travel back to Havana, stopping at lush Las Terrazas en route.

Meals included: Breakfast

Enjoy free time in Havana.

Travel to Cienfuegos. Board the catamaran docked at Cienfuegos around lunchtime. Explore in the afternoon, then enjoy dinner on board.

Meals included: Breakfast | Dinner

Travel among the islands of the Canarreos Archipelago and spend the next five days soaking in everything these island communities have to offer. Discover paradise among the rustic, sparsely populated islands, go snorkelling, explore secluded beaches or simply relax on deck.

Meals included: Breakfast | Lunch | Dinner

Explore the remote and beautiful islands of the Canarreos Archipelago. Snorkel the crystal-clear waters in search of colourful fish, relax on the beach, and dine on some of the best seafood you’ll ever have.

Meals included: Breakfast | Lunch | Dinner

Wake up and admire the view from the lighthouse in Cayo Guano. Enjoy one last snorkel before sailing back from the Canarreos Archipelago to the town of Cienfuegos. Enjoy some final time on deck, and keep an eye out for fish and other marine life along the way.

Meals included: Breakfast | Dinner

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

Meals included: Breakfast

Is this tour for me?

Travel Style Classic
All of the highlights, culture, access, and I-can’t-believe-we-did-that moments, all at a great price.

Service Level Standard
Comfortable tourist-class accommodations with character; mix of public and private transport.

Physical Rating Light
Light walking and hiking suitable for most fitness levels. Nothing too challenging.

Trip Type: Small Group
Small group experience; Max 14, average 12

Age requirement 12+
All travellers under age 18 must be accompanied by an adult.

Price per person in SGD dollars

  • $3,569 ~ Adult Twin


  • Arrival transfer
  • Cigar factory tour (Pinar del Rio)
  • Cabo San Antonio excursion including Roncalí Lighthouse
  • Beach time (María La Gorda)
  • Las Terrazas visit
  • Havana orientation walk
  • Informal Spanish lesson
  • Sailing aboard a catamaran through the islands of Canarreos Archipelago in southern Cuba (6 nts)
  • Snorkelling, kayaking, and fishing equipment
  • Bath and beach towels aboard the boat
  • All transport between destinations and to/from included activities
  • Hotel at the start of the tour in Havana (1nt)
  • Accommodations Hotels/casas particulares (homestays) (7 nights), twin/double bed cabins with shared bathrooms (7 nights).
  • Meals 13 breakfasts, 5 lunches, 7 dinners; allow USD 320-420 for meals not included.
  • Transportation Private van, 24m (82 ft) sailing catamaran.
  • Staff & experts Chief Experience Officer (CEO). Local guides. Skipper and assistant/cook while sailing.

Trip Dates

  • Departures on most Saturdays.
  • Please with us for dates and availability.

Trip Map

Trip map for 15D Cuba Libre & Sailing

Trip map for 15D Cuba Libre & Sailing