All sailing, motor boat & yacht charters
in the Caribbean Islands

Get the best Options in 48 hours!


Write your yacht charter or sailing holiday request for all CARIBBEAN locations here. We send it to the most relevant companies at once. They reply within 48 hours so you get all the options. Read more or write your request here now:

Yacht Charter in the Caribbean Islands

How it works and how to charter yachts in the Caribbean

Get the best boat charter and yacht hire options to sail in the Caribbean with 48options! We connect your sailing requests with relevant yacht charter companies specialised in chartering the Caribbean islands to ensure you get a tailored selection of prices and boat rental options. Whatever your request, whether it be for a skippered sailboat to rent for a week in the Caribbean sea, a luxury crewed motor yacht to explore the Virgin islands or a bareboat catamaran departing from Antigua in the Leeward islands, your 48options request will reach a wide variety of relevant, professional sailing companies all looking to compete for your business.

Send your request via 48options for free and we'll email you with a list of tailored, privately discounted boat options within 48 hours or 2 business days. What's great is you receive your boat options in one personalised and organised email. All the boat options are direct from the sailing companies and priced without any middleman commission. This way you deal directly with the boat operators throughout the entire reservation and booking process. Our 48options service is fast, easy and offered to you at no cost as it is financed by advertising. Our service helps you get the best boat rental options and rates direct from companies, without commissions for all types of sailing charters – bareboat, skippered or fully crewed yachts.

Get started:
1. Write your request on our 48options homepage for sailing in the Caribbean in the text box provided (see above). Specify the type of boat you want, if you need to hire crew, your travel dates, sailing itinerary, the number of people and any preferences, requirements and questions. Enter your contact details and click the send button. Important: your details will not be sent to the companies. You will get one email with an on-line brochure from 48options detailing the boat options from the companies that have availability for you. This way you do not clog your inbox full of irrelevant emails from dozens of companies. To reserve any boats, you will need to contact the companies directly. The companies' contact details will be viewable in your on-line brochure as well as on our 48options.com website.

2. Local and global companies dealing with charters in the Caribbean will receive your request, provided they have boats matching your needs. In under 24 hours you may receive a brief email from our team with your first available boat options. Within 48 hours or 2 business days, you will receive an email listing the confirmed yacht charter options that are available plus a link to an on-line brochure with boat pictures, extra details and all companies' contact details, should you wish to book any of the boats.

Remember, the boats get booked quickly so contact the companies to hold your preferred options at no cost while you decide. Do keep in mind that many sailing companies schedule their charters on a Saturday to Saturday basis and early on in the season most companies tend to retain their fleet for weekly and long term charters, as opposed to day trips or weekend excursions. However, if you are planning a a luxury yacht charter or renting a motor boat there may be more flexibility to book well in advance for shorter sailing periods, day trips or for rentals that commence mid week.

How much does it cost to chart a yacht in the Caribbean Islands?
What is the best itinerary for sailing the Caribbean Islands?

Bareboat, yachts with skipper and other boat rental requests

We are a couple and we would like to rent a boat with a skipper for 7 days to sail in the Saint Martin, Anguilla, Saint Barth area. Our dates are flexible - anytime in March would suit. Dear friends. I am trying to find the way to travel from Aruba to Curacao for the end of December (we are a party of two). I am not sure wether this trip shall be taken with a catamaran, a sailing boat or a larger craft; my decision will be based upon fees, dates and the possibility to meet other travellers. I will really appreciate your reply. We are a group of 4 couples, over-40 years old, who have been on several skippered catamaran charters. Looking for a sail this spring, either the last weekend in March or the first weekend in May. Have already done St. Lucia, St. Vincent, Antigua, BVI and looking for a new experience. Maybe USVI, Belize or other. Looking for skippered or fully crewed sailing yacht for a week in Grenada. Approx dates are 3 to 10 February. Monohull preferred if available. Many thanks. Dear 48Options, We are looking for a 7 day Catamaran trip starting on or around the 07.03.2017 (which is a birthday). We want to charter the yacht for 6 people to takes us on an itinerary to be discussed. If we could start in St Bart's it could be ideal. Could you propose a tour which includes some islands? We will need a skipper and cook. Please contact via email. Thanks. With best wishes.