Cruising Area of Dock Holiday
Accommodations
Three Queen Cabins en suite with separate showers & one queen cabin with a wet head.
Dock Holiday 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
James Mcilnay (Captain)
Captain James Cannon, 31, has been passionate about sailing since he first set sail at age 14. Since beginning his career as a professional mariner in 2019, he has captained traditionally rigged sloops and schooners along the East Coast, chartering in destinations from the rugged shores of Maine to the warm waters of Florida. When he´s not at the helm, you´ll likely find him fishing, kayaking, or exploring underwater through snorkeling. Captain James´s dedication to the sea and love for adventure make every charter a memorable experience.
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| Dec 2024 | 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 |
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| Jan 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 |
| Feb 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 | |||
| Mar 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 |
| Apr 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 | |
| May 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 |
| Jun 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 | |
| Jul 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 |
| 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 |
Dock Holiday Reservations & Port Locations
| Start Date | End Date | Details (Holds can be challenged) |
|---|---|---|
| Dec 14, 2024 | Dec 21, 2024 | Booked: Red Hook to Red Hook |
| Dec 28, 2024 | Jan 04, 2025 | Booked: Yacht Haven Grand to Yacht Haven Grand |
| Jan 26, 2025 | Feb 02, 2025 | Booked: St Thomas USVI to St Thomas USVI |
| Feb 18, 2025 | Feb 25, 2025 | Booked: Yacht Haven Grand to Yacht Haven Grand |
| Feb 26, 2025 | Mar 02, 2025 | Booked: St Thomas USVI to St Thomas USVI |
| Mar 08, 2025 | Mar 15, 2025 | Booked: Yacht Haven Grand to Yacht Haven Grand |
| Mar 29, 2025 | Apr 03, 2025 | Booked: Yacht Haven Grand to Yacht Haven Grand |
| May 25, 2025 | Jun 01, 2025 | Hold: St Thomas USVI to St Thomas USVI |
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 |
|---|---|---|---|---|---|---|---|
| 2024/25 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
We currently don't have any reviews for Dock Holiday.
