La Speranza Description
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.
Cruising Area of La Speranza
Accommodations
Specification
Water Sports
8 Person Dinghy With 30 HP
1 Subwing
3 Stand Up Paddle Boards
1 Wakeboard
1 Towable Tube
1 Lillypad
2 Extra Large Bow Bean Bags
1 Sunchill
1 Floating Hammock Chairs
Snorkel Gear
Fishing Gear With 2 Rods
Beach Games
Lobster Tickle Stick
Scuba Diving 
Entertainment
Suitable for up to 4-6 guests (see layout). 5th and 6th guests must be comfortable sharing a head with another guest cabin.
Cuisine
Green Initiatives
CHECK OUT SIMILAR YACHTS TO LA SPERANZA
La Speranza Crew Profile
Captain
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.
La Speranza Calendar
AvailableBookedHold (can be challenged)Unavailable| 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 | |
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| Jan 2028 | 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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La Speranza Reservations & Port Locations
| Start Date | End Date | Details (Holds can be challenged) |
|---|---|---|
| May 11, 2026 | Dec 27, 2026 | Unavailable: Unavailable to Unavailable |
| Dec 28, 2026 | Jan 04, 2027 | Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI* |
| Jan 05, 2027 | Dec 31, 2028 | Unavailable: Unavailable to Unavailable |
La Speranza Rates / week
The prices shown are for the entire yacht for a week-long (7 nights) charter.Price: $17,000
Yacht terms: Plus Expenses
The price includes a professional crew operating your chartered yacht, but all running expenses such as fuel, tax, provisions and any other costs are extra. Calculate between 20-30% for a sailing yacht and 30-40% for a motor yacht on top of the given rate with an APA cash payment made to the ships agent or captain, who will keep an open tap and produce full accounts of all expenditures. Unused APA money will be refunded. Inquire for more information.
ADDITIONAL RATE 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
MINIMUM CHARTER NIGHTS: 5-night minimum / Shorter charters considered on request
SHORT-TERM CHARTER RATE CALCULATIONS
6 nights = weekly rate ÷ 7 x 6
5 nights or less = weekly rate ÷ 6 x number of nights
CAPTAIN ONLY
CAPTAIN360 Includes the Following Concierge Services
• 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: $19,000 | 2 - 6 guests| Must end on or before December 26
NEW YEAR'S WEEK: $21,000 | 2 - 6 guests| May not start prior to December 27