Cruise in Caribbean

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May2025

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The Caribbean is synonymous with relaxation, tropical islands and an excellent holiday destination. White sandy beaches, clear waters, palm trees and tropical breeze make a Caribbean cruise an unforgettable sailing experience. Surrounded by the Caribbean Sea and the Atlantic Ocean, the Caribbean includes destinations such as the Caribbean, Bahamas, Venezuela or Trinidad and Tobago. Caribbean has so many treasures to offer that it is hard to choose just one perfect destination to rent a sailing boat, motor boat or catamaran.

Destination

Departure

May2025

Mon

Tue

Wed

Thu

Fri

Sat

Sun

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Submit

Our cruises in Caribbean

Our private or cabin cruises allow you to explore the most beautiful shores aboard comfortable, human-sized boats.

View all of our cruises

Our cruises with or without skipper

Boat rentals in Caribbean

4
Carl • Jan 2025

We are so happy and pleased with our trip trough the Grenadines! The schedule had perfect balance regarding time spent on each place/activity, the destinat... read more

4
Fantastic trip in general!

Carl Jan 2025

We are so happy and pleased with our trip trough the Grenadines!

The schedule had perfect balance regarding time spent on each place/activity, the destinations was beautiful and the visits to each place felt authentic since it wasn't crowded with other tourists. The boat was big and fresh. The crew was very friendly and created a good vibe on board. The only feedback of improvement is:
1. Toilet had slight disfunction (which we highlighted to crew members, who had a look but no solution provided) in our cabin and some nights was very hot.
2. Instructions and information from crew members could be better. We would like to have a some kind of briefing of what each destination is known for or what we can expect during the days. A bit unclear timings for breakfast, lunch and dinner.
3. Only the skipper spoke basic English.
4. Tour (optional package) in St Lucia was not good. The guide was not engaged (didn't talk enough or to whole group) and it felt very touristic (follow the stream of people). The guide didnt provide us with information, and was difficult to engage in questions. This was the complete opposite to the guided tour in st Vincent, where we had an amazing tour and guide (Mr Liquid) who was excellent in his communication, open to questions, provided a good vibe for the tour. All the best to Mr Liquid!
5. Breakfast could be improved, was missing basic ham or cheese and maybe some salad/fruit.
5
Torbjörn • Jan 2025

An overall very positive experience. The boat was roomy, daytours gave us time to explore beaches and villages, good amount of time for snorkelling/swimming.... read more

5
A relaxed tour in paradise.

Torbjörn Jan 2025

An overall very positive experience. The boat was roomy, daytours gave us time to explore beaches and villages, good amount of time for snorkelling/swimming. Food was good, variety and well presented.
An experienced kapten who knew alot of locals and how to find best anchoring each night. Always offering to take dinghy to land if wanted.
5
Christopher • Dec 2024

Worked with Alec to plan a family vacation on a Seawind 1260. He was able to search the world for the boat we wanted. Alec found us a perfect boat in the B... read more

5
The perfect trip

Christopher Dec 2024

Worked with Alec to plan a family vacation on a Seawind 1260. He was able to search the world for the boat we wanted. Alec found us a perfect boat in the Bahamas. It was clean and very well kept. I will 100% in the future work with Alec on my next boating trip.
5
Paul • Sep 2024

Great trip and great crew.
5
Valentina • Aug 2024

Everything was amazing!!!!! We were really surprised because we couldn’t expect such a wonderful vacation and organization. It was our first time in Bahamas... read more

5
Dream palma nassau

Valentina Aug 2024

Everything was amazing!!!!!

We were really surprised because we couldn’t expect such a wonderful vacation and organization.
It was our first time in Bahamas and on a private cruise, we were in 2 (me and my husband) and we didn't know the rest of the passengers. We were so lucky and the group, composed by other 3 couples, was great! Actually, everything was perfect!

The boat was great, the captain, chef and service were perfect, the itinerary was amazing… really nothing to add!
Trust Globesailor, is a team composed by professional guys and Sophie really take care of us!
5
Octavio • Jul 2024

It made a huge difference having Adam as a captain. He has worked commercially with the BVI's for more than 5 years. His safety and flexibility were noticea... read more

5
Marvelous trip

Octavio Jul 2024

It made a huge difference having Adam as a captain. He has worked commercially with the BVI's for more than 5 years. His safety and flexibility were noticeable.
Kate the cook was the best we ever had. She was always anticipating our needs and not once we had to ask her for anything.

Thank you, Ruby, for the recommendation and selection.
5
Terry • Jun 2024

The base staff are terrific. They answered all of our questions during the planning phase as well as added local knowledge about our itinerary items that we... read more

5
St martin fp 42 trip

Terry Jun 2024

The base staff are terrific. They answered all of our questions during the planning phase as well as added local knowledge about our itinerary items that we had not discovered for ourselves. In fact, they directed us to one of the best snorkeling spots we have been to in years.

The FP 42 was is excellent condition and the third refrigerator in the cockpit came in handy during the week with 8 on board.

The one thing that we were surprised by is how rolly Gustavia anchorage is. This would have been a HUGE issue on a monohull but much less so on the cat. We would definitely recommend spending the night at Columbier and then move the boat to Gustavia for the day in order to see the island before returning to Columbier.
4
Karen • Apr 2024

Destinations were fantastic, crew were exceptional, boat was good but had a few issues

Cruise in Caribbean

Our cruises in Caribbean

Cruise the Caribbean for 11 days

Private Catamaran cruise in the Grenadines

Cabin Cruise around the Grenadines aboard a catamaran

Cabin cruise in Guadeloupe

Kitesurfing Catamaran Cruise

Unique vacation in an Aqua Lodge

Our cruises with or without skipper

Dufour 390 Grand Large (2019)

Lagoon 40 (2020)

Lagoon 52 Fly (2020)

Lagoon 42 (2019)

Lagoon 40 (2019)

Lagoon 52 Fly (2018)

Bali 4.1 (2020)

Lagoon 46 (2020)

8 day cruise around the islands of Cuba from Cienfuegos

7-Day Sailing Itinerary in the Bahamas

Grenada Sailing Escape

Discover Guadeloupe: Sail Away Bliss

Tour around the islands of Guadeloupe

Spectacular island cruise in the Grenadines

Explore St. Martin

One-way Sailing Itinerary in the Grenadines

Sailing route in the British Virgin Islands

Sailing Itinerary around the islands of Grenada

Yacht charter in Caribbean

Cruise Antilles

Cruise Bahamas

Cruise Cuba

Cruise in Caribbean

Our cruises in Caribbean

Cruise the Caribbean for 11 days

Private Catamaran cruise in the Grenadines

Cabin Cruise around the Grenadines aboard a catamaran

Cabin cruise in Guadeloupe

Kitesurfing Catamaran Cruise

Unique vacation in an Aqua Lodge

Our cruises with or without skipper

Dufour 390 Grand Large (2019)

Lagoon 40 (2020)

Lagoon 52 Fly (2020)

Lagoon 42 (2019)

Lagoon 40 (2019)

Lagoon 52 Fly (2018)

Bali 4.1 (2020)

Lagoon 46 (2020)

Suggested itineraries

8 day cruise around the islands of Cuba from Cienfuegos

7-Day Sailing Itinerary in the Bahamas

Grenada Sailing Escape

Discover Guadeloupe: Sail Away Bliss

Tour around the islands of Guadeloupe

Spectacular island cruise in the Grenadines

Explore St. Martin

One-way Sailing Itinerary in the Grenadines

Sailing route in the British Virgin Islands

Sailing Itinerary around the islands of Grenada

Yacht charter in Caribbean

Cruise Antilles

Cruise Bahamas

Cruise Cuba