Sail High 5 Yacht Charter

11/11/2024

Sail High 5 and Captain Umberto and Chef Daryl named Best in Class at the USVI Yacht Show! And Chef Daryl won the Designer Water Competition!

🏆✨ We are beyond proud of Captain Umberto and Chef Daryl on High Five for winning Best in Class 51'-60' at the 2024 USVI Yacht Show! Join us in congratulating them on this incredible achievement!

🎉🍾 Their passion for delivering unparalleled service and unforgettable experiences is truly inspiring, and we’re so grateful to have them on our team. Here’s to many more wins and unforgettable journeys ahead! 💙

10/04/2024

High 5 is a BVI-based luxury yacht charter for bespoke, all-inclusive vacations for up to 8 guests and can only be booked by a professional charter broker meeting the highest standards.

Please contact your preferred broker to book, or find one here:

04/04/2024

Afternoon snack … Sweet or savory? On Sail High 5 you can choose both!

Charcuterie + salted dark chocolate tart nibbles!

31/03/2024

Sailing Yacht High 5 is outfitted with LED Lights that can move to the beat of music and with a simple voice command can change to whatever pattern or color you'd like!

31/03/2024

Sailing Yacht High 5 is managed by Dream Caribbean Blue! This boutique management company takes great care of the crew, yachts and especially charter guests offering a luxurious, private, ultra-all-inclusive vacation for up to 8 guests! All vacations include meals, snacks, cocktails and NA bevies and all day private excursions!

Dream Caribbean Blue is an all-inclusive yacht charter company sailing The Caribbean.

31/03/2024

All of us involved with Sail High 5, but especially Captain Tom and Chef Mollie, spent a lot of time getting things just right for Sail High 5 to enter charter!