Cuba Libre & Sailing

Classic, Havana to Havana

Image by G Adventures

Tour description provided by G Adventures

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.

What’s included

  • Your Local Living Moment: Havana Homestay, Havana
  • Arrival transfer
  • Havana street art walk
  • Las Terrazas biosphere reserve visit
  • Tobacco farm visit (Pinar del Rio)
  • Viñales orientation walk
  • Walk through Old Havana with the CEO
  • Revolution Square visit (Havana)
  • Free time in Viñales
  • 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


  • Relax on the beautiful caribbean beaches
  • Experience cuban hospitality during a homestay
  • Visit a factory that produces world-famous cuban cigars
  • Sail on a catamaran through the beautiful turquoise waters of the canarreos archipelago
  • Stop to snorkel or share a drink with friendly locals
  • Enjoy the slow pace of life in the islands.


Day 1 Havana Arrive at any time. An arrival transfer is included to the tour's starting point, a "casa particular" (Cuban home used as a bed and breakfast), for an authentic Cuban experience. Additional Notes: It is important to note that Cuba tends to be quite different to other areas of the world you may have travelled in. Buildings and infrastructure are generally old and may not have been maintained to the highest standard. Elevators, internet and A/C often break down, things happen very slowly and water pressure and hot water can be minimal. Cuba is an amazing place to visit but to fully enjoy and relax, western expectations should be left at home and your sense of adventure should be your guide. Included Activities: Arrival Day and Welcome Meeting Havana Homestay Transport: You will be met at the airport and transferred to the start location to start your adventure. Please note, the included arrival transfer is from Havana's José Martí International Airport (HAV). If you are flying into Varadero (VRA) you will need to pre-pay a supplement to receive a transfer. Please reach out to your G Adventures booking agent for pricing and availability. Arrival Airport Transfer (0.50 hour(s))
Day 2 Havana/Soroa (1B) Travel into the Pinar del Rio province to the small town of Viñales, beautifully located in a fertile valley surrounded by the unusual mogotes, or limestone pincushion hills. Included Activities: Las Terrazas Stop Transport: Private Vehicle (1.00-2.00 hours, 75km) Private Vehicle (0.50 hour(s), 23km)
Day 3 Soroa/Viñales (1B) Travel into the Pinar del Rio province to the small town of Viñales, beautifully located in a fertile valley surrounded by the unusual mogotes, or limestone pincushion hills. Included Activities: Tobacco Farm Visit Orientation Walk Informal Spanish Lesson Transport: Private Vehicle (1.50-2.00 hours, 100km)
Day 4 Viñales (1B) Enjoy a free day in the area. Opt to go caving, hiking, biking, or just relax and enjoy the beautiful views of the valley.
Day 5 Viñales/Havana (1B) Travel back to Havana, and walk through Old Havana with the CEO. Enjoy a final night in the city with the group. Transport: Private Vehicle (4.00 hour(s))
Day 6 Havana/Cienfuegos (1D) Today, meet new members of the group at a 3pm meeting. Please ensure to attend this meeting as the group will depart for Cienfuegos immediately after. Have a safety briefing and early dinner on board, then spend the evening getting acquainted with the crew and yacht, sailing out of Cienfuegos. Included Activities: Welcome Meeting Transport: Private Vehicle (4.00 hour(s), 250km)
Day 7 Cienfuegos/Canarreos Archipelago (1B, 1L, 1D) Wake to breakfast and new surroundings on the way to the Canarreos Archipelago. Transport: 25m (82 ft) Cuba Sailing Catamaran
Day 8 Canarreos Archipelago (1B, 1L, 1D) Today we begin to explore some of the the Caribbeans most beautiful islands. Composed of approximately 350 islets, the islands are known to be more rustic and quiet than many of the other popular Cuban travel destinations. Relax and enjoy the warm Caribbean air, or take the opportunity to fish. The cook will happily prepare any fish that are caught. Transport: 25m (82 ft) Cuba Sailing Catamaran
Days 9-11 Canarreos Archipelago 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. Included Activities: Cayo Largo Visit Cayo Rico Visit Transport: 25m (82 ft) Cuba Sailing Catamaran
Day 12 Canarreos Archipelago/Cienfuegos (1B, 1D) After arriving back in Cienfuegos, the CEO will be happy to show the group town by foot. Relax at the end of the evening while taking in the local sites of this rustic town. Included Activities: Orientation Walk Transport: 25m (82 ft) Cuba Sailing Catamaran (7.00-9.00 hours)
Day 13 Cienfuegos/Havana (1B) 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. Included Activities: Departure Day (Activities) Transport: Private Vehicle (3.50 hour(s))