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)
LA SPERANZA is a Captain360 2020 50’ Lagoon sailing catamaran that feels bright, breezy, and effortlessly comfortable for Caribbean charters. Sleeps 6 across 3 cabins: a full-beam Owner’s suite to starboard plus 2 Queen cabins to port (including a midship Queen). The Owner’s suite has a private ensuite, and the two Queen cabins share an ensuite bathroom. Natural light and ventilation are excellent throughout, with full A/C when you want it. The flybridge is a crowd favorite and fits the whole group, while the aft deck is set for open-air dining for 6, with top-deck seating, a lounge forward of the helm, and a front lower deck lounge behind the trampolines. Expect timeless on-the-water fun and easy island flow. LA SPERANZA is pure laid-back luxury.
Price Details
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
• 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)
• Port and Immigration Fees
• Cruising Permits
• 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
• $18,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $20,000 | 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
Plus Expenses

Captain Sean O'Grady
Captain Sean discovered a love for the ocean at an early age while sailing with his father, setting the course for a lifelong connection to the sea. After a brief time away from the water, he returned to sailing in the San Francisco Bay, where he quickly immersed himself in both racing and charter work.
Since 2018, he has worked with USA76, a former America’s Cup IACC yacht, gaining invaluable experience aboard one of the sport’s most iconic vessels. His maritime background also includes commercial fishing in Alaska, sport fish guiding, and time aboard large private yachts. He later served as both Maintenance Director and Captain for a pair of Santa Cruz 70s in Monterey Bay, where he spent two years overseeing operations and delivering unforgettable sailing experiences.
Now based in the Caribbean, Captain Sean brings his expertise, enthusiasm, and easygoing nature to every charter. He holds a 100 Ton Near Coastal Master License with STCW, Sail, and Assistance Towing endorsements, and places the highest priority on safety, service, and guest enjoyment. His philosophy as a captain is simple: create a fun, relaxed atmosphere where everyone can laugh, connect, and fully embrace the beauty and adventure of island life.
Start date: Mar 15, 2026, End date: Mar 21, 2026 - Booked: British Virgin Islands* to British Virgin Islands*
Start date: Apr 04, 2026, End date: Apr 10, 2026 - Booked: St Thomas, USVI* to Saint John, USVI*
Start date: Apr 16, 2026, End date: Apr 21, 2026 - Hold: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*