Dock Holiday Description
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.
Cruising Area of Dock Holiday
Accommodations
Three Queen Cabins en suite with separate showers & one queen cabin with a wet head.
Specification
Water Sports
2 SUBLUE Sea Scooters
7x7 Bote - Floating Dock
2 Stand Up Paddle Boards
1 Sun Chill Raft
Scuba Diving 
Entertainment
1 Yoga Mat
Exercise Bands
Cuisine
Green Initiatives
Dock Holiday Crew Profile
Captain
Chef/Mate
Jason Mead (Captain)
Captain Jason hails from Columbia, Maryland, where his love for sports and the outdoors began. He earned a degree in Criminal Justice and Criminology from the University of Maryland before relocating to the Virgin Islands in 2009, a place he has proudly called home for over 15 years.
Jason’s professional journey began in the hospitality industry, including fine dining, where he gained extensive experience hosting elegant, high-end events that prioritized exceptional guest experiences. Following the devastation of Hurricanes Irma and Maria in 2017, Jason shifted his career focus to the sea, discovering his true passion for life on the water.
Since then, he has spent the majority of his time captaining day charters from the Ritz-Carlton and Westin resorts, serving guests exploring the stunning waters around St. Thomas and St. John.
When he’s not on the water, Captain Jason enjoys snowboarding, golfing, and exploring new travel destinations. His dedication to providing unforgettable experiences and his enthusiasm for adventure make him a valued leader and host on every voyage.
Jason Mackay (Chef and Mate)
Born in South Africa and raised in Louisiana, Jason Mackay grew up in a community that cherished meals shared with friends and family. An adventurous spirit, Jason has always had a passion for travel and nature. His time in Asheville, NC, deepened his connection to seasonal and local ingredients, inspiring him to create dishes that celebrate the bounty of nature. While living in Mexico, he spent much of his time in the water, spearfishing, and hosting pop-up dinners centered around the day´s catch, bringing communities together. With around 65 charters and over 600 guests hosted under his belt, Jason is now entering his fourth season in the Virgin Islands. His love for creating memorable culinary experiences makes him the ideal chef and mate, consistently delivering unforgettable moments for delighted guests
Dock Holiday Calendar
AvailableBookedHold (can be challenged)Unavailable| Aug 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Sep 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Oct 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Nov 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Dec 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Jan 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Feb 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | |||
| Mar 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Apr 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| May 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Jun 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Jul 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Aug 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
Dock Holiday Reservations & Port Locations
| Start Date | End Date | Details (Holds can be challenged) |
|---|---|---|
| Jul 23, 2025 | Nov 01, 2025 | Unavailable: Unavailable to Unavailable |
| Nov 23, 2025 | Nov 29, 2025 | Booked: St Thomas USVI to St Thomas USVI |
| Dec 28, 2025 | Jan 04, 2026 | Booked: Tortola, Nanny Cay, BVI to Tortola, Nanny Cay, BVI |
| Jan 14, 2026 | Jan 20, 2026 | Booked: St Thomas USVI to St Thomas USVI |
| Jan 31, 2026 | Feb 07, 2026 | Booked: Tortola, TBD to Tortola, TBD |
| Feb 10, 2026 | Feb 17, 2026 | Hold: Tortola, TBD to Tortola, TBD |
| Mar 21, 2026 | Mar 29, 2026 | Booked: St Thomas USVI to St Thomas USVI |
| Apr 24, 2026 | May 02, 2026 | Booked: Tortola, TBD to Tortola, TBD |
Dock Holiday Rates / week
The prices shown are for the entire yacht for a week-long (7 nights) charter.Low price: $24,500
High price: $28,000
| Season | 2 Pax | 3 Pax | 4 Pax | 5 Pax | 6 Pax | 7 Pax | 8 Pax |
|---|---|---|---|---|---|---|---|
| 2025 Summer | $24,500 | $25,000 | $25,500 | $26,000 | $26,500 | $27,500 | $28,000 |
| 2025/26 Winter | $24,500 | $25,000 | $25,500 | $26,000 | $26,500 | $27,500 | $28,000 |
Yacht terms: All Inclusive
An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, cruising permits, premium beverages and scuba activities. Inquire for more information.
ADDITIONAL RATE DETAILS
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 $400 per cabin, with a 3 cabin minimum. 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 @ $32,000 - charter must end on 12/27 or earlier
NEW YEARS: 1-8 guests @ $33,000 - charter may not start prior to 12/28
Dock Holiday Guest Reviews
Trip of a lifetime with a crew of a lifetime!
When we arrived at Manuel Reef Marina, Jason and Jason were waiting with warm and inviting smiles as they helped with luggage and we embarked onto Dock Holiday. Jason and Jason made it clear from the beginning...´ What can we do to help? What questions do you have that we can answer? We are here for you!´
Jason ´squared´ had such an in-depth knowledge of everywhere we went; Norman Island, Virgin Gorda, Anegada, etc. Starting with Veuve Clicquot and charcuterie one could not imagine the incredible meals that Jason (2) worked round the clock preparing! Scrambled eggs and bacon to perfection; Mahi Bowls, Pork Chops with butternut squash and almond cake to name a few.
The Bali54 was so incredibly functional and well laid out. The automatic wall enclosure converting to a/c or open air at the flip of a switch! Just one of the wonderful features aboard Dock Holiday!
My husband and I along with our daughter and very dear friends are beyond grateful to have had the privilege of Captain Jason Mead and Chef Jason Mackay for our crew May 3rd to May 10th, 2025. Like most we have hundreds of combined photos, I have an entire book documenting every day, every island, every meal and every priceless memory.
I will refrain from the treasured details. Simply put booking your own charter on Dock Holiday is the only way to experience your trip of a lifetime with a crew of a lifetime.
Kelly and Randy
Date of experience: May 2025
