MORE INFORMATION

Summer location
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)

Winter location
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)

Dock Holiday is a sleek and stylish 54.0 ft catamaran designed for unforgettable escapes. With 4 spacious queen cabins—each featuring a private en-suite head,—she comfortably hosts up to 8 guests, offering a boutique floating retreat with room to unwind.

A professional 2-person crew ensures every detail is taken care of, from personalized service and tailored experiences, to crafting you delicious gourmet meals. Whether you're lounging on deck, sailing turquoise seas, or dining under the stars, Dock Holiday brings the perfect mix of adventure and indulgence to your charter.

Three Queen Cabins en suite with separate showers & one queen cabin with a wet head.

Price Details
Additional Rate Details:

USVI Embarkation/Disembarkation: Dock Holiday is happy to offer to and from USVI

MINIMUM NIGHTS: 5, Inquire for less
For 6 night charters, divide weekly rate by 7 nights X 6 nights. For 5 nights or less, divide weekly rate by 6 nights X number of nights.

SLEEP ABOARD: Sleep aboard the night before charter dates. Available for half the calculated daily rate. Includes boarding after 4pm, welcome cocktail and canapes plus a light breakfast the next morning. Dinner is to be taken ashore at client expense.

HALF-BOARD: Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches & 4 dinners ashore at client expense. $150 discount per person.

CHRISTMAS/NEW YEARS: 7 night minimum
CHRISTMAS: 1-8 guests @ $36,000 - charter must end on 12/27 or earlier
NEW YEARS: 1-8 guests @ $38,000 - charter may not start prior to 12/28

Inclusive

DOCK HOLIDAY

Beam: 29

Draft: 4.85

Max Speed:

Total Cabins: 4

King Cabins: 0

Queen Cabins: 4

Single Cabins: 0

Double Cabins: 0

Twin Cabins: 0

Pullman Cabins: 0

Helipad: No

Jacuzzi: No

Toys:
2 SUBLUE Sea Scooters

7x7 Bote - Floating Dock

2 Stand Up Paddle Boards

1 Sun Chill Raft

Entertainment:
1 Yoga Mat
Exercise Bands

Captain Jason Mackay

Born in South Africa and raised in Louisiana, Captain Jason Mackay has always been drawn to the water and the sense of freedom it brings. With an adventurous spirit and a deep respect for nature, Jason has built a life around exploration, community, and the sea. From spearfishing along the coasts of Mexico to navigating the crystal waters of the Caribbean, Jason’s journey has been defined by his passion for the ocean and the connections it inspires. Over the years, he has hosted more than 65 charters and welcomed over 600 guests aboard, earning a reputation for his calm leadership, professionalism, and genuine care for those in his charge. Now entering his fourth season in the Virgin Islands, Jason takes the helm of Dock Holiday as her captain—bringing together his love for the sea, his hands-on experience, and his dedication to creating unforgettable adventures under sail. Whether charting a course through hidden coves or sharing stories at anchor, Jason ensures every guest experiences the magic of life on the water.

Chef/Mate Juan Ramirez

I’m Chef Juan Ramirez, and for me, cooking is all about connection , bringing people together through food, stories, and shared experiences at sea. With over eight years in hospitality, I’ve cooked across Europe, America, and Asia, learning to blend global flavors with local Caribbean ingredients. I truly love what I do, and I bring warmth, creativity, and care to every dish. Whether it’s an elegant dinner or a casual beach barbecue, my goal is to make guests feel at home, happy, and completely cared for.

Start date: Apr 12, 2026, End date: Apr 19, 2026 - Booked: Tortola, TBD to Tortola, TBD

Start date: Apr 24, 2026, End date: May 02, 2026 - Booked: Tortola, TBD to Tortola, TBD

Start date: May 08, 2026, End date: May 16, 2026 - Booked: Trellis Bay, Tortola to Trellis Bay, Tortola

Start date: May 17, 2026, End date: May 25, 2026 - Unavailable: St Thomas USVI to St Thomas USVI

Start date: May 26, 2026, End date: May 31, 2026 - Booked: St Thomas, USVI* to St Thomas, USVI*

Start date: Jun 01, 2026, End date: Jun 07, 2026 - Booked: Yacht Haven Grand to Yacht Haven Grand

Start date: Jun 20, 2026, End date: Jun 27, 2026 - Booked: Tortola, TBD to Tortola, TBD

Start date: Aug 15, 2026, End date: Oct 31, 2026 - Unavailable: St Thomas USVI to St Thomas USVI

Start date: Nov 21, 2026, End date: Nov 27, 2026 - Booked: Tortola, TBD to Tortola, TBD

Start date: Dec 28, 2026, End date: Jan 04, 2027 - Booked: Saint Thomas, USVI* to Saint Thomas, USVI*

Start date: Feb 17, 2027, End date: Feb 21, 2027 - Booked: Tortola, TBD to Tortola, TBD

Start date: Mar 03, 2027, End date: Mar 10, 2027 - Booked: Tortola, TBD to Tortola, TBD