General and Booking

How do I reserve a yacht?

On our website, you can fill out a QUICK QUOTE and submit it directly to our office or you may call our reservations line at 888.542.2667

Where do I find rates?

As our rates change because of seasons and events, our website under Rates and Schedules will have the most up to date rates on our yachts.

Where do I get a total package price?

Depending on the event, by-the-cabin or simple bareboat charter, please contact our reservations department for complete details. Many of our complete prices can be found on our website.

How much deposit is required?

The deposit is 50% of the total charter.

When is the final payment due?

We request final payment 45 days before the commencement of the charter.

Do I pay for damage insurance?

For hosted yacht vacations, this is included in your yacht fee.  For those who bareboat, damage insurance is $50 per day.

What is your cancellation policy?

Written notice of cancellation is required, and: If written notice of cancellation is received equal to or more than forty-five (45) days prior to the commencement date of your charter, there is a $500.00 cancellation fee. This means the charter fee will be refunded, less the $500.00 cancellation fee; If written notice of cancellation is received less than forty-five (45) days prior to the commencement date of your charter, the entire charter fee is lost.

Do you offer trip cancellation insurance?

Yes. Cancellation insurance is $40 per day and is OPTIONAL. If you purchase the insurance, written notice of cancellation is required, and: Purchase of Charter Trip Cancellation Insurance payable in advance in the amount of $40.00 per day of charter entitles you to: If written notice of cancellation is received equal to or more than forty five (45) days prior to the commencement date of your charter, there is a $100.00 cancellation fee. This means the charter fee will be refunded, less the $100.00 cancellation fee. If written notice of cancellation is received less than forty-five (45) days prior to the commencement date of your charter, you may postpone your charter for up to one year by paying a $100.00 re-schedule fee.

What credit cards do you accept?

MasterCard, Visa and Discover.

What time do your charters start and end?

Our 24 hour clock begins and 10:00am.

Can I bareboat for a day sail?

There is a three day minimum to bareboat. Day Sails are captained only.

Can I do a one-way trip?

Yes, a fee of $1500 is charged for sailboats. The fee for power boats depends on the vessel and fuel.

Do you allow pets?

For hosted yacht vacations, there is a strict policy of no pets on board.  For bareboat charter, It depends on the yacht you choose.  It also depends on the size and breed of the dog. There is a pet deposit of $500.

When is my final payment and paperwork due?

45 days before the commencement of the charter

Is there sales tax?

Sales tax in Key West is 7.5%
Sales tax in Miami is 7%
Sales tax in the Bahamas is 4%

Is there a security deposit?

For bareboat charters, the security deposit is either $2000 or $4000 depending on how many engines your charter yacht has. This amount is totally refundable if no damage occurs.  The security deposit is taken upon arrival in the form of a pre-authorized hold on the credit card presented to us at check-in.

Which boat in the charter fleet should I book?

It comes down to personal preference and comfort. While monohulls can provide a more traditional sailing experience, our catamarans can be more roomy and comfortable for families, please consult our reservations department for help.

What are the qualifications for bareboat chartering?

To qualify for bareboat chartering you simply need to have experience skippering a similarly operated (sail or power) yacht that is within 8-10 feet of the yacht you wish to charter. With experience, a certification or license is not required in most locations. You will need experience with various skills: anchoring, moorings, docking, navigating, and so on. To begin the booking process we will provide you with a sailing resume to complete.

What happens after I book a charter?

Once your deposit has been received, then your charter vessel will be blocked for use during the dates you have selected.

When do I receive information about my trip?

Depending on whether you have booked a vessel to Cuba or are a part of the Vientos de Cambio rallies, you will receive information such as itinerary and activities about 4 weeks from departure date.

Why do i have to be approved by the insurance company as a captain?

As part of our negotiated policies with our insurance company, they request that ALL vessel captains to Cuba must be cleared by them based on the knowledge and experience.

Yacht Questions

Is a dinghy (Life Raft) included?

YES. On all HYV vessels a dinghy is included.

Where does the captain sleep?

Depending on the charterer and the specific project, the sleeping arrangements for the captain will be arranged ahead of time between the captain and the charterer. In many cases, the captain can sleep in a forepeak, salon cushions or even lodging in Cuba.

What are the features on each boat?

For complete and updated features on our vessels, go to our website and visit the section under Our Yachts. There you will find full specifications on each yacht.

Charter Questions


Once you have looked over the information, give our office a call at (888) 542-2667 and we can answer any questions you may have live and in person. Once you are ready to book either a hosted week or bareboat, we will check availability immediately on the phone and then reserve your spot with a nominal deposit. Once your spot is reserved, you will be sent all the forms needed to complete your reservation electronically. Your project manager will walk you through everything needed to complete your reservation.


Absolutely! There are common itineraries that hosted vacations take. These are designed to maximize seeing the most with the amount of time you have. However, there may be specific places that you would like to go, see and experience and your captain will do everything he can to accommodate, given the input of the other guests.


Our project manager will be communicating with you regularly from the time you register until you take off for your Harmony Yacht Vacation. Weeks before you leave, she will be able to answer such questions as, getting from the airport to the yacht, island customs, what to pack, how much money to bring, basically everything you will need to know before you go!


As little as possible! Being on a yacht means being laid back. About 4 weeks from departure, you will receive an electronic package from our office detailing all recommended items for packing based on your specific yacht itinerary.


Yes, actually we encourage it. Why not take advantage of the experience of your captain and receive some one-on-one tips for what it takes to captain a yacht…AND take the helm!


For those who are PADI certified, we work with local scuba providers to develop a Scuba diving schedule for you. In most situations, you would be picked up from the Yacht while we are moored or anchored in the AM and brought back to the boat by lunch or early afternoon somewhere within our itinerary.  NOTE:  Scuba is at an extra cost of the client.

What is the fuel policy?

For those who are on Hosted yacht Vacations, fuel is included.  Those who bareboat, you must refuel the boat and provide receipt of doing so.

Is a Fishing license required?

For FL:  It is required. A non-resident license for 3 days is $17, and for 5 days it is $30. It can be done online at the following website: http://myfwc.com/license/recreational/saltwater-fishing/.  For other yacht vacations, please contact our office for more details.

Do you provide Kayaks, Scuba, Snorkeling and/or fishing gear?

For hosted yacht vacations, our project manager will coordinate with the clients a number of these items as part of the hosting fee.  For bareboat charters, we do not provide them but we can arrange for you to rent them and have them on the boat when you arrive.

How long is the check-in process the first day of my charter?

The check-in process is very detailed and covers every system of the vessel. Depending on the experience of the person as Captain, the check-in process can take 1-2 hours.

Which airport would we fly into and how far is it from the base?

The Key West International Airport is 5 miles from our base at Stock Island Marina Village.

What time does the captain get to base?

In most cases, the captain of your vessels will be on the boat 6 hours before the first guest arrive making sure everything is ready for your arrival.

What are your office hours?

9-5pm EST – Monday-Friday. However, during your charter there will always be someone on call.

Can we sleep overnight at the marina? Cost?

YES. Each vessel can be overnight both prior to the charter and afterwards, depending on the schedule of that specific vessel. Extra costs will apply.

What are the options for provisioning?

Many clients like to come in the day before or early the day of their charter to provision on their own. Other options could include our provisioning concierge service that can take your list and have your provisions on the vessel when you arrive. Extra costs will apply.

Is there transportation to the grocery store?

There is a courtesy van available scheduled throughout the day and evening for those wishing to provision on their own and do not have a vehicle. In addition, there are multiple taxi companies that can be called to help.


Is there shore power in Cuba?

YES. There are available both 30amp and 50amp tradition sockets for vessel hookup in most Cuban marinas.

How long does it take to go to Cuba?

If you are sailing, it of course depends on the weather, wind and current conditions at time of departure. The sailing journey can last anywhere from 9-18 hours.

Who drives the vessel overnight?

he USCG captain or approved charter captain must be responsible for the vessel at all times. However, if the conditions warrant, our captains will gladly give you the helm for a duration.

Why go to the Dry Tortugas first?

In some circumstances, you may wish to sail West towards the Dry Tortugas before you make your turn Port towards Cuba. This maneuver helps through the Straits of Florida passage to Cuba because of the Gulf Stream.

Can we use US money?

No. You must exchange your US Dollars in Cuba with CUC (Cuban Convertible Pesos). The exchange rate can be up to 12% in most cases.

Can you cruise around Cuban waters? Go out for a day sail?

Currently, it is very difficult to go out for the day for a sail and back into the same port as in most cases the Cuban government will want to go through the entire process as your initial arrival.

What’s included in the Cuba Supplement?

The legal process for both US citizens entering Cuba and US flagged vessels entering Cuban waters, can be overwhelming and making sure it is done right is of utmost importance. As part of the Cuba suppliment, HYV handles all the legal and maritime issues related to those who book our vessels for passage to Cuba. In addition, complete Cuba dockage and connections to HYV staff and guides in Cuba are provided.

What options are there for tours/activities and how much do they cost while in Cuba?

As a qualifier for US citizen entry into Cuba, you will be provided oppurtunies for People-to-People contact on the ground. In your free time, we will help connect you with individuals who can plan excursions for you in and around your area of Cuba.

What paperwork has to be submitted to go to Cuba?

Depending on the type of trip or event, there are numerous items to be submitted. Once you have paid your deposit, our office will determine those items and a schedule in which to complete the necessary process.

Do I have to have a passport and visa for Cuba?

Yes. Your passport must be valid at least 6 MONTHS after your return date to the US. Once you arrive in Cuba, you will go through Cuban customs and pay for your Cuban entry visa.

Why do we have to have a captain to go to Cuba?

Currently, the most established insurance companies who cover vessels entering Cuban waters, require a certified USGC captain on board primarily for safety reasons crossing the Straits of Florida. The insurance that covers our vessels is some of the best in the industry.

Can I go to Cuba in less than 7 days? Suggested time to go to Cuba?

Because of conditions such as weather and sail time to/from Cuba, we require a minimum of 7-day charters for vessels going to Cuba.

Why do I have to be approved by the insurance company as a captain?

As part of our negotiated policies with our insurance company, they request that ALL vessel captains to Cuba must be cleared by them based on the knowledge and experience.

Quick Quote