Festiva Sailing Vacations

Sailing throughout all corners of the world

woman lounging on sailboat

About Festiva Sailing Vacations


Festiva Sailing Vacations sets the standard when it comes to “all-inclusive.” We offer a variety of Caribbean and Mediterranean sailing trips, each upon a luxury catamaran, with professional staff, gourmet meals, an open bar, onboarding sport equipment, and a host of other exciting activities. Join us on a week-long excursion that guarantees a world-class experience, excitement and adventure that promise a lifetime of memories.


Our professional crews, with years of experience sailing throughout all corners of the world, have a focus on quality and service that continues to exceed the expectations of the many guests we have the pleasure of spending time with each season.


Once you decide on an exotic Caribbean island location or exploring the historic islands of the Mediterranean, upon arriving at our base location, you will enjoy the accommodations of a beautiful Lagoon catamaran. Choose a single stateroom and enjoy the company of two or three other adult couples, or you can reserve all guest cabins for up to six or eight guests having the entire yacht exclusively to yourself and your friends. If you have a larger group, we can fill your needs with a variety of other large crewed catamarans, with a professional staff, gourmet meals and a host of exciting activities.


We like to describe our sailing experience as 'mindless relaxation'. You pay one, all-inclusive price for seven days aboard one of our yachts and the rest is up to us. On our stateroom packages, we'll ask you first to fill out a preference form telling us some specifics about you and your vacation expectations. If you are reserving just one stateroom, we can then match you up with other couples with similar interests and expectations.


festival sailing vacations logo

Boats & Rates


To maintain the best possible and consistent experience possible when you reserve one of our stateroom, all-inclusive vacations, you will be sailing on one of our Lagoon sailing catamarans. Lagoon provides a comfortable, stylish functional layout offering you comfort, space and stability. Lagoon's unique flybridge design provides a vantage point in the company of the captain while under sail. It also opens up the rear cockpit for additional alfresco dining space. The vertical wrap around windows also provide a unique 360 degree views when in the rear cockpit or main salon. We offer the Lagoon 440 in St. Maarten, the Lagoon 420 in the Greek Isles and the Lagoon 450 in the British Virgin Islands.


Boat Length: 42-45 feet  

Boat Types: Lagoon sailing catamarans 



  • woman paddle boarding in front of yacht
  • Yacht on the water at sunset
  • Couple resting on deck of a yacht on the water

Festiva Sailing Vacations

Charter Destinations

Yacht in the British Virgin Islands

7 Night, fully crewed, all-inclusive sailing vacation packages. 



British Virgin Islands  

St. Maarten

St. John & USVI

Greece – The Cyclades


Contact Us

Festiva Sailing Vacations  

One Vance Gap Road  

Asheville, NC 28805 


Phone: 866.575.3951   

Email: info@festivasailingvacations.com    

Website: FestivaSailingVacations.com  

Social: Facebook  


Special Offers  

Save up to 25% off retail pricing as a first-time sailing guest when using the PROMO CODE: CW25

Ready to Plan a Charter?