Revolutionizing ‘Captain-Only’ Yacht Charters
Through our revamped CAPTAIN360 program, we deliver a captain-only vacation experience defined by exceptional seamanship, upgraded conveniences, and concierge-style support—giving guests more comfort and clarity while preserving the independence they love.
How CAPTAIN360 Excels
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New CAPTAIN360 Enhancements (in addition to all services offered with ‘Standard Captain Only’ and ‘Bareboat with a Skipper’):
★ Curated ship’s bar included (beer, wine, select spirits, mixers)
★ Pre-packaged Snacks + light breakfast items included (coffee, juice, fruit, pastries/bagels)
★ No surprise expenses: mooring fees, trash disposal, ice, fuel, and customs fees included
★ Captain as concierge: local expertise + itinerary support for top moorings, dining, and onshore activities
Plus:
Guests keep the freedom of a bareboat-style experience (light meals, snacks, and drinks onboard)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 offering of fresh linens
Hassle-free coordination of bookings for moorings, anchoring, trash, ice, etc.
Capturing photos to present at end
Orchestrates fun water sport activities
Expanded water toy inventory
Welcome yacht swag to take home
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Cruising grounds experience & knowledge
Fun and engaging captain safety briefings
Themed music & playlists
High quality linens & indoor & outdoor towels
Sunscreen & bug spray
Onboard WiFi
Onboard games
Limited water toy inventory
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Snorkel gear
Onshore activity recommendations
Restaurant advice
Dish soap, sponge, 1 roll of toilet paper per head and 1 roll of paper towels
Basic linens & indoor towels
CAPTAIN360 Training Highlights
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★ New for CAPTAIN360
How to do a fast mid-week bed/head change with scheduling (when requested and necessary) or offering of fresh linens
How to efficiently handle daily tidying around the vessel (towels, wrappers, pillows, etc.)
How to assist with post-meal cleaning and dish washing
★ How to set up and maintain light breakfast + snack stations throughout the week
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★ New for CAPTAIN360
How to provision efficiently and stay cost-effective
How to organize and store food efficiently
How to manage food allergies and dietary restrictions
How to assist in the galley effectively
How to prevent food cross-contamination
How to organize and maintain a snack basket (chips, Clif bars, dried fruit, etc.)
★ How to set up, restock, and present the curated ship’s bar (beer, wine, select spirits, mixers)
How to make the best Rum Punch and Painkillers
★ How to brief guests on self-serve snacks, light meals, and drinks (what’s included, where it’s kept, and how to keep it tidy)
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★ New for CAPTAIN360
★ How to build a concierge-style itinerary with efficient navigation timing (mooring/anchoring plan, dining, onshore activities, and backup options)
How to share the best hiking and snorkel spots in the USVI and BVI with fun, engaging briefings
How to recommend anchor spots to improve the guests experience
How to craft a list of recommended off-the-boat dining options
How to explain environmentally friendly sunscreen and bug spray
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★ New for CAPTAIN360
How and when to make the initial greeting with upcoming guests
How to deliver a fun, clear Captain briefing
How to assign a guest as “First Mate” to help with anchoring, mooring, sailing, etc.
How to assign a “Dinghy Captain” to help with the painter, shore departures, and making sure footwear is ready for excursions
How to create your own cocktail list and teach guests how to make featured drinks
How to take photos and present a slideshow at the end of the charter
★ How to explain CAPTAIN360 inclusions vs. out-of-pocket expenses so expectations stay clear
How to deliver an exceptional charter experience, charter after charter
Sample Certificate of Completion from CAPTAIN360 Training Courses
Qualified CAPTAIN360 Charter Yachts
2015 44’ Leopard “BLACKFISK”
3 Cabins | 6 Guests
Captain Tyler Haley
“Growing up in Fort Lauderdale, I’ve always felt at home on the water. From sailing and power yachts to first mate roles on larger vessels, my focus has always been guest comfort, safety, and fun. Whether it’s finding a hidden anchorage or sharing stories over sunset, I love creating unforgettable moments on board. Ready to make some memories together?”
-Captain Tyler
2019 50’ Leopard “ONE II LOVE”
3 Cabins | 6 Guests
Captain Thomas Wheeler
“As a certified Dive Master with a passion for marine life, I am is always eager to share my love for the ocean with others. Down-to-earth and adventurous, I consider myself lucky to be living my best life in the Caribbean, where my greatest joy is creating memorable experiences for all my guests.”
-Captain Thomas
2023 44’ Bali “MAH NA MAH NA”
3 Cabins | 6 Guests
Captain Zack Lanford
“Sailing has taken me from the Gulf Coast to the Caribbean, and every step has deepened my passion for life at sea. Sharing that adventure with guests—whether we’re chasing sunsets or exploring hidden coves—is the most rewarding part of the job. I’m always learning, always exploring, and always ready for the next unforgettable voyage.”
–Captain Zack
2020 50’ Lagoon “LA SPERANZA”
3 Cabins | 6 Guests
Captain Sean O’Grady
“With a lifelong love for sailing—from the San Francisco Bay to now the Caribbean—I’m all about creating a fun, relaxed vibe where guests feel safe, connected, and free to soak up the beauty and adventure of island life. My goal is simple: great sailing, great memories, and plenty of laughs along the way.” – Captain Sean
