Winter 2026 to 2027
Low SeasonNov 1, 2026 - Apr 30, 2027
From $27,500 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI)

Gallery
Length
54 feetGuests
8Cabins
4Crew
2Built / Refit
2023Type
CatamaranBeam
29Draft
4.85Overview
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.
Pricing & Seasons
Nov 1, 2026 - Apr 30, 2027
From $27,500 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI)
May 1, 2027 - Oct 31, 2027
From $27,500 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI)
May 1, 2027 - Oct 31, 2027
From $27,500 / week
Inclusive Charter · Caribbean Terms
Cruising Grounds: Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI)
| Guests | Weekly Rate |
|---|---|
| 2 guests | $27,500 |
| 3 guests | $28,000 |
| 4 guests | $28,500 |
| 5 guests | $29,000 |
| 6 guests | $29,500 |
| 7 guests | $30,500 |
| 8 guests | $31,000 |
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
Accommodation
For Guest use: Four Queen Cabins en suite with dry heads.
Crew occupy Starboard Aft Cabin.
Specifications
Crew
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 Josiah McGaughey
As a self-taught and James beard nominated professional chef with nearly 30 years of experience in the food service
industry, I have dedicated my career to creating exceptional culinary experiences. I proudly owned and operated a highly-rated restaurant in Asheville, NC, where
I showcased my passion for innovative cuisine and commitment to quality. I am now very excited to bring all that I have to offer to your yachting experience.

Captain

Chef/Mate
Watersports & Toys
2 SUBLUE Sea Scooters
7x7 Bote - Floating Dock
2 Stand Up Paddle Boards
1 Sun Chill Raft
Cuisine
Chef Josiah's Sample Menu
Day Break
Fresh Pastries and seasonal Fruits
Smoked Salmon Tart- Puff pastry, herbed cream cheese, capers, pickled onion, smoked salmon
Lobster Parfait- Poached lobster, avocado, cucumber, pickles, buttermilk dressing, brioche toast points
Whole wheat oatmeal pancakes- Maple syrup, fruit, creme frâiche
Eggs Benedict- Fresh poached eggs, local ham, hollandaise, English muffin or fresh buttermilk biscuit, green salad or breakfast potato
Quiche- Rich egg custard with seasonal vegetables and cheese in a buttery crust, arugula salad dijon vinaigrette
Shrimp Kedgeree- Local Shrimp with garam marsala. Peppers, peas, soft boiled egg, rice, sumac aioli
Mushroom Toast- Sautéed mushrooms, soft scrambled eggs, brioche, fresh herbs
Croissant BLT- Toasted croissant, aioli, fresh lettuce, local smoked bacon, tomato
Midday
Shrimp Beignets
Pepper tomato chutney
Boat made Flatbread
Roasted vegetables, pesto
Fish dumplings in white miso broth, shoyu (japanese soy sauce), green onion
Crab and Romaine Caesar Salad
Fresh crab, romaine lettuce, white anchovy, boat made caesar dressing, shaved parmesan
bread crumb
Ceviche de leche de tigre
Peruvian style ceviche with fresh fish lime and chili, cancha, sweet potato
White Bean hummus
Vegetable crudités, olive oil, toasted pine nuts, Za’atar
Smash Burger Sliders
Thin ground beef patties, caramelized onion, mustard, cheddar cheese, oven fries
Curry Chicken Salad Wraps
Roast chicken in a yellow curry mayonnaise dressing, peppers, pickled onion, shaved lettuce, tortilla
Roast Pork Subs
Roast pork, broccoli raab, pickled Italian peppers, provolone cheese
Hors d’œuvres
Fresh Burrata Cheese
Chili crisp and baguette
Nordic Deviled Eggs
Classic deviled egg with cornichon, shallot, potato, smoked salmon, salmon roe
Ricotta stuffed peppers
Boat made ricotta, pickled and confit peppers, pistou, local honey
Salad De Saison
Seasonal greens and vegetables, charred gruyere cheese, smoked brioche crouton, vinaigrette piquant
Spinach and Artichoke dip
Cream cheese, fresh spinach, marinated artichoke hearts, fried shallot, baguette
Salt Cod Croquettes
Salt cod and potato, fried, with pickles and tartar sauce
Radishes with Butter
Red and watermelon radish, boat made cultured butter and sea salt
Local Fish Crudo
Lightly pickled cucumber, lime, sesame, olive oil, fish sauce
Cast iron Seared Shrimp in XO sauce
Shaved Squash Salad
Fennel, honey, buttermilk dressing
Mains
Cast iron seared Ribeye
Creamy mashed potato, charred onion, boat made steak sauce
Fish en Papillote
Daily fish steamed in parchment with Bouillabaisse butter(saffron enriched butter), seasonal
vegetables
Grouper en Brioche
Local grouper seared with a brioche crust, mushroom sauce suprême
Grilled Pork Chop
Herb and caper green sauce, lentil salad, grilled cucumber
Roasted Chicken Breast
White beans and buerre printinier(fresh herb and spring onion butter), zucchini
Lyonaisse Style Scallop Quenelle
Scallop Dumpling baked in a lobster bisque with chunks of fresh lobster
Roasted Salmon Steaks
Wilted napa cabbage, rice vinegar, parsley cream, bottarga
Creamy Tucson Pasta
Imported Italian pasta, basil, spinach, red onion, parmesan cheese, tomato
Dessert
Turkish coffee and cardamon pot au creme and chantilly
Pear Gallette with vanilla bean ice cream and salted caramel
Tiramisu
Creme Anglais tart with macerated berries and cream
Fruit sorbet with Almond Tuille
Amenities
Availability
Availability is updated in real time — contact us to confirm exact dates for your travel window.
Guest Reviews
This trip was terrific, there literally is not one negative thing I could say.
The boat was just like our boat before and was great. The BVI was different than the USVI but it was terrific. The sailing was superb. We sailed to Anegada where we rented a truck and our Captain drove us around the island, taking up to snorkeling spots, and various beaches. We had dinner at Sid’s, it was fabulous. We saw the flamingos!!
Let’s talk about our crew.
Captain Jason and Chef Juan - WOW!!!!
These two work together like a well oiled machine. They compliment each other well. When Captain Jason said we received an upgrade when Chef Juan came on board he was not kidding. The food was fantastic and we all brought back at least 10 pounds each. Captain Jason took us to unique places and we always had optimum yacht placement.
If you have any first time charter groups, Captain Jason is the person and this is the boat to send them on. Captain Jason and Chef Juan were both very chill, calm, and always smiling. If they asked once, they asked 100 times if there was anything we wanted or anything they could get us. They never sat down and had dinner with us or interjected into our conversations unless asked and then only for the parts that pertained to them. They truly realized this was our vacation and they were there to take care of us and let us be worry free.
Provisions were more than we needed and no one ever wanted for a thing.
Just absolutely the best experience and 100% will do a trip with Captain Jason again at some point.
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
Planning Help
Based on her specifications and charter profile, DOCK HOLIDAY is well suited for groups of up to 8 guests seeking a comfortable crewed charter in Caribbean Virgin Islands (BVI). The combination of 4 cabins, 54 feet of living space, and a proven charter layout makes her a practical choice for families and groups who value both comfort and privacy.
Before recommending any yacht, our charter brokers review availability, charter rates, seasonal demand, crew feedback, onboard amenities, and destination suitability. If DOCK HOLIDAY isn't the perfect fit, we'll recommend comparable yachts to ensure you book the best option for your travel dates and preferences.
Availability changes daily. Submit your preferred travel dates and our charter specialists will confirm availability and provide the latest pricing. If this yacht is unavailable, we'll recommend similar alternatives.
The weekly charter rate is a starting price. Final pricing depends on your travel dates, destination, season, applicable taxes, and additional expenses such as APA, fuel, dockage, and gratuities where applicable.
Most yacht charters include the yacht, professional crew (if crewed), onboard accommodations, standard water toys, and insurance. Additional expenses vary depending on the yacht and itinerary.
Yes. Every yacht charter itinerary is customized around your preferred destinations, travel dates, weather conditions, and interests.
Luxury yachts are often reserved several months in advance, especially during peak seasons. Early booking provides the best selection and pricing.
No. Most luxury yacht charters include an experienced captain and professional crew who handle navigation and daily operations.
Absolutely. If this yacht isn't the perfect match, our charter experts can recommend similar yachts based on your budget, group size, destination, and preferred amenities.
Cruising areas depend on the yacht's seasonal location. Our charter team will recommend the best itinerary based on your travel dates.
Availability and pricing change frequently, so we recommend submitting an inquiry. A charter specialist will prepare a personalized proposal.
Our charter specialists compare hundreds of verified yachts, provide independent recommendations, and help you choose the best option for your vacation without additional booking fees.