BRITISH VIRGIN ISLANDS · 4 DAYS
4-Day BVI Itinerary: A Crewed Long-Weekend Charter
Four days in the BVI, crewed — Norman Island caves, The Baths, Soggy Dollar at White Bay, the Sir Francis Drake Channel. The short-week BVI itinerary.
Caribbean
Eastern Mediterranean
Western Mediterranean
South Pacific
44
FT — SAILING CATAMARAN
6
GUESTS
3
CABINS
1
CREW
Summer Cruising
Winter Cruising
From
$18,000
Per Week
10 reviews10 reviews
The Yacht
BLACKFISK is a Captain360 2015 Leopard 44 catamaran, completely refreshed with a major 2022 refit for a crisp, modern feel, updated styling, and upgraded comfort throughout. Explore the BVI & USVI with full A/C, a bright saloon for lounging, and an aft cockpit-style gathering space that’s perfect for afternoon cocktails as you glide past pristine beaches and vibrant reef life. Sleeps 6 in 3 Queen cabins—each with a private ensuite bath—giving every guest a quiet retreat between snorkel sessions, paddle time, barefoot beach hops, and sunset dinners. Easy indoor-outdoor flow, smart use of space, and a professional crew make every day effortless. Refit fresh. Island ready. BLACKFISK brings the good life.
Specifications
From the Logbook
Step aboard Blackfisk, a meticulously refitted 2015 Leopard 44 catamaran that offers an inviting blend of classic charm and modern elegance. Accommodating up to six guests, this crewed, captain-only yacht is ideal for intimate group adventures through the breathtaking British and U.S. Virgin Islands. With three queen cabins, each featuring an en suite bathroom, a bright and airy saloon, and an aft cockpit perfect for enjoying cocktails at sunset, Blackfisk delivers comfort and style. Thanks to its extensive 2022 refit, this older vessel boasts enhanced sailing performance, updated interiors, and state-of-the-art amenities, ensuring every moment aboard is unforgettable.
Whether you’re soaking in the stunning Caribbean vistas, relishing quiet moments of relaxation, or engaging in spirited conversations with Captain Dustin Conlon, Blackfisk promises a memorable and personalized voyage. Captain Dustin’s passion for the ocean and storytelling transforms every journey into an adventure, seamlessly blending his rich sailing expertise with tales of exploration from across the globe. Blackfisk is ideal for travelers seeking an authentic, comfortable, and immersive sailing experience under the guidance of a skilled and charismatic captain.
Explore Blackfisk
May 1, 2026 – Oct 31, 2026
$18,000 / week
Base: St Thomas USVI · Pickup: Red Hook, St. Thomas, USVI
Nov 1, 2026 – Apr 30, 2027
$18,000 / week
Base: St Thomas USVI · Pickup: Red Hook, St. Thomas, USVI
May 1, 2027 – Oct 31, 2027
$18,000 / week
Base: St Thomas USVI · Pickup: Red Hook, St. Thomas, USVI
Cruising Area
• Virgin Islands (USVI & BVI)
Base Port
• Yacht Haven Grande (YHG) – St. Thomas, USVI
• Additional pick-up/drop-off available at American Yacht Harbor (AYH), St. Thomas
• BVI ports available on request (Contact us for details)
Yacht Status & Operations
• Based in St. Thomas, USVI
• STT-Foreign Based Restricted
• USVI pick-up/drop-off preferred
• BVI pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
CAPTAIN360 Includes the Following Concierge Services; ★ denotes items new to the CAPTAIN360 program
★ Captain as concierge: local expertise + itinerary support for top moorings, dining, and onshore activities
• Provisioning assistance
• Assistance in the galley
• After meal clean-up assistance
• Preparing ‘Captain’s Cocktails’
• Making restaurant reservations
• Day trip / rendezvous reservations
• Onshore excursion reservations
• Daily salon tidying
• Mid-week linens offering for guests
• Hassle-free coordination of bookings for moorings, anchoring, trash, ice, etc.
• Capturing photos to present at end
• Orchestrates fun water sport activities
Local Knowledge
• Cruising grounds experience & knowledge
• Onshore activity recommendations
• Fun and engaging captain safety briefings
• Restaurant advice
★ Concierge-style itinerary planning support (mooring/anchoring plan, dining, onshore activities, and backup options)
• Custom itinerary maps provided for take-home
• Themed music & playlists
Included Yacht Amenities
• Snorkel gear
• Expanded water toy inventory
• Basic linens & indoor towels
• High quality linens & indoor & outdoor towels
• Shampoo, soap, toilet paper, and paper towels
• Sunscreen & bug spray
• Onboard WiFi
• Onboard & beach games
• Welcome yacht swag to take home
★ Curated ship’s bar included (beer, wine, select spirits, mixers)
★ Pre-packaged Snacks + light breakfast items included (coffee, juice, fruit, pastries/bagels)
Guest Benefits
• An overall superior Captain-Only charter experience
• A dedicated and knowledgeable Captain to ensure your vacation is easy & fun
• Immense value add compared to other Captain-Only & Bareboat charter types
• Access to advanced yacht amenities
★ No surprise expenses: mooring fees, trash disposal, ice, fuel, and customs fees included
Included
• Pre-packaged snacks
• Light breakfast items
• Ship’s bar (beer, wine, select spirits, mixers)
• Ice
• Fuel
• Mooring or Dock Fees
• Customs Fees
Excluded
• Food (beyond included snacks + light breakfast)
• Beverages (beyond included ship’s bar)
• Airport Transfers
• Shore Excursions
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Holiday Rates 2026 / 2027 Season
Holiday season pricing is full-board only, 7 nights, and a 48-hour turn is required.
Christmas Week
• $20,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $22,000 | 2–6 guests
• May not start prior to December 27
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit
This is a CAPTAIN360 charter and guests are encouraged to reach out to discuss provisioning.
It is possible to add an onboard Chef for an extra $1,000 per day.
This will include a chef, food, fuel, mooring ball costs and BVI fees. If a chef is added, the chef will need their own cabin, and therefore there are only 2 cabins available to guests. Inquire for details. EXCLUDES: Christmas and New Year's weeks.
Tender
Blackfisk 13' · seats 8 · 25 HP
Captain
Tyler Haley
Captain Tyler was born and raised in Fort Lauderdale, Florida, where a lifelong connection to the ocean began at an early age. Surrounded by a vibrant boating culture, Tyler naturally gravitated toward a career on the water and has since built a well-rounded resume operating both sailing and power yachts. His experience also includes serving as First Mate aboard larger luxury vessels, where he refined his skills in navigation, vessel management, and guest service.
Passionate about exploration and storytelling, Tyler spends his free time traveling, fishing, diving into watersports, and capturing his journeys through photography and video. His creativity and adventurous spirit shine both behind the lens and at the helm.
What Tyler enjoys most about chartering is the opportunity to create unforgettable experiences for his guests—introducing them to hidden gems, sharing local insights, and blending safety with fun to deliver a seamless and inspiring time at sea. His calm demeanor, professionalism, and genuine enthusiasm ensure that everyone aboard leaves relaxed, recharged, and filled with lasting memories.
07 / Open Weeks
Cruising Grounds
Sample Itineraries
Other crewed yachts cruising the same waters — comparable in size and style.