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Worldwide discounted crewed yacht charters specials

Tell me about LateSail Crewed

LateSail crewed is a unique yacht charter vacation brokerage specializing in the very best sailing vacations and motor yacht cruises on the finest yachts at discounted rates. In this competitive economic climate there are many great boats and crews out there competing for your business, and they are prepared to offer some very attractive rates to get it.


LateSail’s roots are in the bareboat charter market where last minute and low season discounts are widespread. LateSail has established itself as the leading worldwide consolidator of bareboat charters working with all major companies on the basis, similar to that of the airline industry, that a yacht unused is earning nothing, and better to have it used at a discounted price.


This philosophy has now worked its way through to the Crewed Yacht industry with boats realizing it is better offer a last minute discount rather than spending a week on the dock.

We find the deepest discounts tend to be for late booked charters, hence our name, but we can find special offers all year round.


How does it work?

The team at LateSail Crewed work hard to develop relationships with all the best yachts and crews and keep in regular contact about their booking levels, deals, and  the incentives they are prepared to offer. We are constantly updating the special offer section of this site so you can see the offers currently being promoted by the yachts. We are always available to work with you in locating the perfect yacht and negotiating the right deal. Our team work to become familiar with all the best yachts and crews by attending the various international crewed yacht shows. With our experience we can perfectly match you with the boat and crew to give you the most memorable and amazing vacation, and with our understanding and insight in the market you can rest assured you are getting that vacation at a great price.


What is a Crewed yacht charter?

Your crewed yacht charter is an affordable, all-inclusive vacation aboard a sailing yacht (monohull or catamaran) or a motor yacht, with a friendly, knowledgeable, and attentive crew (captain and chef/stewardess) to take care of your private group. You're on a floating resort where the scenery always changes.

A crewed sailing vacation allows you to completely relax and take as much of an active part in the sailing of the yacht as you wish. You're at ease because you have a crew who are looking after the yacht,  food, and the cleaning as well as being your personal tour guide.

This is luxury sailing at its finest with an emphasis on comfort, space, and relaxation while cruising in beautiful surroundings. Forget a cruise ship with overcrowding, instead, picture yourself sailing in the high seas on our luxury sailing, power, or mega yachts.

From a Virgin Islands sailing vacation to Mediterranean mega yachts we have a Charter Vacation for your budget. We have thousands of worldwide yacht charters available!

We know the yachts, crew, and destinations personally and will offer you free personal & unbiased assistance in making your choice

No experience is necessary...just a desire for a fantastic time! You can be an experienced boater or never have touched a yacht in your life. We pride ourselves in our ability to match your specific needs and interests with the individual specialties of each yacht vacation. This attention to detail ensures that you get the best possible private yacht charter getaway! Whether you are looking for a small private honeymoon sailing vacation or a large corporate event yacht charter, we can find what you want among the best available.

We also offer specialty charters:

Your tropical wedding and Caribbean honeymoon,  a special anniversary or birthday celebration, a memorable and stress-free family reunion,  a unique and adventurous corporate retreat, gay friendly vacations, scuba diving vacations, and much more.


Please do contact us for any further information or to check availability of these offers.

"It was our first time in the BVI, so we really enjoyed seeing every island. The crew was very professional and we felt safe with them. We had a fantastic time!”
SE, California

"Jennie and Bastiaan on yacht Mimbaw were amazing. Jennie, the first mate, did a great job catering for us and Bastiaan, the skipper, were so competent on the sea, we felt very safe and always in good hands. Best vacation ever!”
PH, New York

"We had a great holiday and have been really impressed with your company. We are really looking forward to our holiday next year which we have also booked with you. It will also be our honeymoon so thank you once again!”
JD, United Kingdom

"By far exceeded all of our expectations. Cook Ricawas amazing! The food was 5 star at every meal. Our experience was a great one, from the moment we boarded until we departed we felt taken care of and did not want for anything. It was a trip we will never forget!”
KC, Canada

"The best of our charter was being able to see so many islands and having that relaxing time during the sail. Melody is a great cook, we always had plenty to eat. The half board was the way to go for us, that way we were still able to eat and experience the island life a little more than staying on the boat.”
TB, Texas

"The price, size and space of the yacht was just right for us. The knowledge of the captain was great, he was taking us to exactly the places we wanted to go.”
BC, New York

"Our vacation on the Dream Ketcher was amazing and we were really happy with our vacation! The crew Nathalie and Eric did everything on the boat and treated us so special. The combination of Eric's qualifications as a Master Captain and Boating Instructor and Nathalie's PADI Dive Instructor and Gourmet Cook are unbeatable. Dream Ketcher is the
best charter value out there, period!”
CM, Florida

"Just want to say how impressed we have been with your service, will recommend you to everyone!!!”
SW, United Kingdom

"Thank you all for a really good deal, good administration and a seamless trip! Well done, all. Thanks a million!

JM, United Kingdom

"This trip was the standard by which all future trips will be measured. Can not say enough good things about the boat or the crew.”
RS, New York

"The cleanliness of the yacht was just spotless. The crew Frank and Denise of Ocean Jedi are now our friends. They were super friendly and showed the pride in their boat. We will be back!”
MW, Canada