Cuba Sailing - 5 Great Reasons Why You Should Yacht Charter In Cuba


Cuba As A Yacht Charter Destination

Award Winning
Best Yacht Charter Company
High Touch Service
Industry Leading Consultants
Every Boat, Every Location
Insured Professional Fleets
Rated 5.0 out of 5 on Trustpilot

Rated 5.0 out of 5 based on 258 reviews on Trustpilot

Founding Member IFYCA

Founding Member: International Federation of Yacht Charter Agents

Pantaenius Yacht Insurance

Verified & Protected by Pantaenius Yacht Insurance.

Charter Payment Protection
Insolvency Protection
Safe Payment
Multi-Currency · Lossless Forex
Low Price Guarantee
Exclusive Deals · No Hidden Fees

Contact Us Today

Charter Payment Protection

Insolvency Protection

Safe Payment

Muti-Currency. Lossless Forex

Low Price Guarantee

Exclusive Deals No Hidden Fees

Cuba Sailing - 5 Great Reasons Why You Should Yacht Charter In Cuba

Cuba sailing has often been overlooked with people tending to opt for the more popular Caribbean islands.

Frozen in time, Cuba is filled with over 300 beautiful beaches, a deep history, a one-of-a-kind culture, colourful buildings, and unique artwork.

Cuba sailing is great if you want to explore the islands history, coves, bays, coffee plantations, quaint towns, and great anchorages.

Only recently has Cuba sailing become more popular, with much of our team having extensive experience of sailing in the Caribbean but none of the team has sailed the Caribbean's largest island, Cuba.

A friend of the team took a yacht from Trinidad and has been kind enough to answer some questions about Cuba sailing.

Cuba Sailing - 5 Great Reasons Why You Should Yacht Charter In Cuba

1. Question 1: Why Is Cuba Different From The Rest Of The Caribbean?

Answer: The term 'unspoilt' is a very overused term in travel writing. But when trying to find the words to describe Cuba no other words come to mind. The island is amazing and off the beaten track, with beaches and very few resorts and hotels spoiling the island.

What Qualifications Do I Need to Charter a Yacht?

2. Question 2: Are People Really That Friendly?

Answer: Here we encounter one of Cuba's many contradictions. You will see both sides of the population living differently, with a big rich and poor divide. Buildings falling down and some buildings in prestige condition. At the same time, everyone walking around is healthy and there is little evidence of any shortages of the basics.

First Timers Guide to Booking a Sailboat Charter - Part 1

3. Question 3: Would You Consider Going On Another Yacht Charter In Cuba?

Answer: I would 100% go Cuba sailing again, the country is truly amazing! I would highly recommend taking time out to see Havana and Trinidad as we did.

Contact Us Today

Question 4: What Is One A Must Do In Cuba?

Answer: There are almost too many to say! If I am being honest, the 'must do' is to go soon!. The landscape in Cuba is changing right before your very eyes. The pros and cons of that are to be debated everywhere, but the fact is the country is changing fast. My best piece of advice is to see Cuba before it changes.

5 Best Social Distancing Activities on a Yacht Charter

4. Question 5: We Haven't Really Spoke About Sailing, How Was Cuba Sailing?

Answer:  This is not the place for short day sails. At least two days we had long sailing days, in order to get too and from the archipelagos. That being said, it's refreshing.

I am used to sailing in the BVI where it is all 5 to 10-mile hops between islands and destinations. The sailing is more open than in the BVI because there is less shelter from the sea. At night the water is quite flat which is useful for getting back upwind in a good time.

Contact Us Today

5. What's Our View?

Cuba is a stunning destination beyond any measure. This country is filled with contradictions that will confound many and inspire others. It's a country of revolutionaries dreamers and poets. We agree with our interviewee, this is a place that should be seen sooner rather than later.

Contact Us Today

Contact Us To Find Out More About Cuba Sailing

Give us a call or send us an email.

We’re here to help.


Amazing Sailing Experiences

What our customers say

5.0 / 5

Based on 258 reviews

Read reviews on ★ Trustpilot
Group Sailing
Christopher Lait

Christopher Lait

Chris founded Drake Academy, a sailing company that provides leadership training to businesses. Now the CEO of SailChecker.com you will find him handling many of your enquiries as he attempts to drive SailChecker.com forward as the company of choice for yacht charter and sailing by focusing on quality advice and great customer service.

Saved for later

This boat now lives on your own private page, along with anything else you save. No account needed.