Sailing Tours - Cuba

Toasty Caribbean sun and warm Cuban welcomes are to be expected on this sailing trip. Stepping aboard the luxury catamaran will propel you into a breathtaking world, a million miles away from normality, exploring the pristine Canarreos Archipelago islands via snorkel and kayak. Starting and ending in the vibrant, 60s style Havana, this trip will provide complete tropical serenity as you meander through the surrounding waters, only leaving the relaxation of the catamaran to venture onto the secluded, white sand island beaches. 

What's included

7 nights accommodation (on board a yacht)
Meal Plan Breakfast (5 x lunch, 6 x dinner) 
Transfers No transfers included
Flights Flights available on request

Discover Moments
- Sail through the beautiful Canarreos Archipelago in Southern Cuba
- Visit untouched islands
- Snorkel and kayak in crystal clear waters
- Meet the locals and hear about their lives on the islands


7 days from USD1,880 pp Other durations available
DEPARTING BETWEEN SHARING FROM Per person, based on two guests booking together and sharing a room (unless otherwise stated) SINGLES FROM Per person, based on private single occupancy (unless otherwise stated)
04 Dec 2021 - 11 Dec 2021 USD2,050 USD2,050
18 Dec 2021 - 25 Dec 2021 USD2,050 USD2,050
25 Dec 2021 - 01 Jan 2022 USD2,050 USD2,050
01 Jan 2022 - 31 Dec 2022 USD1,880 USD1,880

Enquire with us to include flights from your preferred airport

Location Overview

We want you to be able to find your dream tour, whether you want one to take care of your wellness, get active or sail around beautiful shores so if there’s a destination you’re interested in which isn’t listed on our site just get in touch.  We have so many destinations and possibilities available that we can’t list them all on our site but we’re more than happy to discuss your preferences and then confidently recommend the perfect tour for you.  

Health & Fitness

If you have ever wanted to sail away to distant shores in search of adventure and discovery, then look no further. A sailing tour is a unique opportunity to experience new and exciting destinations, from the calming waters that surround. Glide through the crystal-clear Thai waters, dive deeper into the colourful waters of the Maldives, or explore the glistening shoreline of Croatia. Join fellow adventurers as you embark on a holiday like no other – uncovering every isolated cove, pristine beach and secluded coastal village that these exotic locations have to offer, with the knowledge and expertise of your skipper.  

Accommodation Overview

Croatia, Greece & Montenegro
The 52-foot yacht has four standard double cabins, three bathrooms, and two showers, all with their own portholes. Onboard there is a kitchenette, interior and exterior common areas for dining and relaxing, and outside deck space, for sleeping under the stars or bathing under a warm Mediterranean sun. The upper deck offers a comfy lounge to get an authentic sailing experience or just relax and watch the pros handle things. Below deck, the cozy galley is where you can share a bite with the group. This sailing adventure is staffed by a qualified skipper and guides, extremely passionate about sharing the hidden secrets of your sailing destination.

The 82-foot sailing catamaran is equipped with eight double/twin cabins with their own portholes and attached bathrooms with showers (shared between two cabins). The Catamaran has a kitchenette, interior and exterior common areas and plenty of outside deck space, including mats to lounge on under the toasty Cuban sun. This sailing adventure is staffed by an onboard team of a qualified skipper, local cook, first mate and a guide. This team are excited to show you the beautiful Canarreos Archipelago, exhibit the local cuisine and share you the Cuban story.

This traditional fishing boat is essential to Maldivian identity. It has been modernized and equipped with all the amenities you need on the inside, whilst maintaining its traditional characteristics. The fishing boat comes ready with snorkeling equipment, basic fishing gear, and room for 8 lucky passengers. The 11-metre (37-foot) dhoni is equipped with four double/twin cabins, with en suite bathrooms. There is a dining room, and large sundecks for gazing across the sapphire waters and pristine islands. This boat is staffed by a qualified skipper, local guide, local chef, and two deck hands, to make your trip as easy, relaxing and rejuvenating as possible.

Sri Lanka
The 16m (53 ft) sailing catamaran is equipped with four double/twin cabins in the Lower Deck, with en suite bathrooms, portholes, and rooftop pop-up skylights. There is an on-board covered area for dining, an upper sun deck, and forward netting for relaxing and enjoying the views of the jungle fringed Sri Lankan coast. Sri Lanka sailing adventures are staffed by a qualified skipper, a local cook/first mate and a guide passionate about sharing hidden secrets with their "crew”. Our cook is also more than happy to give informal cooking classes, while your delicious meals are being prepared in the ship's galley.

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