Leaf Chaser Description

Meet ´Leaf Chaser´, our gem of a 2019 45´ Lagoon Catamaran! She´s beautifully designed with 3 plush queen cabins, each featuring its own private bath with modern amenities. Picture yourself relaxing with a cocktail, embraced by the soothing Virgin Islands breeze in one of her many cozy lounges. The spacious salon is perfect for those intimate gatherings, be it for dining or just unwinding. Fancy alfresco dining? The exterior aft deck has got you covered for 6. And there´s no shortage of relaxation spots, from the top deck seating to the lounge in front of the helm, and even a chill spot behind the trampolines. NOTE: While ´Leaf Chaser´ typically sails with just our dedicated captain, you can elevate your experience by adding a chef for a culinary treat at an extra $1,000/day (This will include a chef, food, fuel, mooring ball costs and BVI fees.). Need space for 8 guests? Our captain is happy to offer all 4 queen cabins for an additional $1,500 - ensuring everyone´s comfort. Inquire for details!

Cruising Area of Leaf Chaser

Pref. Pick-upAYH
Other Pick-upYHG
Summer PortSt. Thomas, USVI
Winter PortSt. Thomas, USVI
Summer OperationsCaribbean Virgin Islands
Winter OperationsCaribbean Virgin Islands


Wash Basins3
TP in HeadsYes
Electric Heads3
Accommodation Details
Friendly dog onboard


Length45 Feet
Beam26 Feet
Draft5 Feet
A/C NightYes
Num HatchYes
Children AllowedYes
Min Child AgeWater Safe
Water MakerYes
Ice MakerYes
Internet AccessOnboard WIFI
Cruising Speed7
Turnaround48 hrs preferred, Inquire for
EnginesOnan 9 kw two Yanmar 57 hp diesel engines

Water Sports

Dinghy (Feet)Highfield 11’2
Dinghy Hp20
Dinghy Pax6
Snorkel GearYes
Wake BoardYes
2-Man KayakYes
Floating MatsYes
Standup Paddle2
Swim PlatformsYes
Boarding LadderStern Sugar Scoops
Beach GamesYes
Fishing GearYes
Gear TypeTrolling and Casting
Fishing Rods2
Deep Sea FishingYes
Fishing PermitUSVI only

Scuba Diving Scuba Diving Symbol

ScubaYacht offers Rendezvous Diving only
Air CompressorNot Onboard


Salon Tv/DvdYes
Salon StereoYes
iPod/Device HookupsYes
Board GamesYes


Special DietsInq

Green Initiatives

Make Purified Drinking WaterYes
Re-Usable Water BottlesYes

Leaf Chaser Crew Profile

Crew Number1
Crew PetsYes
Crew Pet Type1
CaptainJosh Gillespie
Dog Onboard
Dog OnboardFriendly dog

Josh, after a decade on Wall Street, is a recovering banker but is no stranger to tropical islands. He has been a lifelong professional mariner in one aspect or another. At 17, he joined the US Navy as an electronics technician and served for four years. After college, he spent another 8 years on active duty as a surface warfare officer, taking on a wide variety of roles, from navigator to engineering officer on ships such as a guided missile destroyer, an amphibious ship, and a submarine tender. He also undertook several transoceanic crossings. In his last 10 years with the Navy Reserve, Josh worked for the Navy’s Military Sealift Command and retired in the fall of 2022. He has lived in various places, including across the US, as well as in Italy, Spain, Japan, China, Hong Kong, and Singapore. Sailing has always been an important hobby for him, be it renting sailboats on Naval bases, crewing in local regattas, or entertaining friends with weekend island trips on his previous daysailer in Hong Kong. He´s an avid and curious explorer, but meeting new friends, hosting, and entertaining brings him the most joy. He earned a degree in economics and history from Fordham University and a graduate business degree from NYU Stern and the Hong Kong University of Science and Technology. At different times, he has spoken functional or fluent Mandarin, Cantonese, Japanese, and Spanish.

In his free time, he continues his three-decade passion for scuba diving, learns to spearfish, practices yoga, keeps up with the financial press, enjoys snowboarding, and takes cooking classes wherever he can.


Though at times it seems Captain Josh is actually Pip’s emotional support human, Pip is a reliable and devoted 1st Mate. Friendly to a fault, he loves being around people and loves to photobomb his guests. Non-shedding and hypoallergenic 20 lb Cavapoo, people love him snuggling up them on a couch or hammock.. It’s rare that I’m not napping, but I love chasing squirrels, chasing rabbits, running up and down the beach, and of course, chasing blowing leaves.

Leaf Chaser Calendar

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Leaf Chaser Reservations & Port Locations

Start DateEnd DateDetails (Holds can be challenged)
Feb 23, 2024Mar 01, 2024Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*

Leaf Chaser Rates / week

The prices shown are for the entire yacht for a week-long (7 nights) charter.
Price: $12,000

Season2-6 Pax
2023/24 Winter$12,000
2024 Summer$12,000
2024/25 Winter$12,000
2025 Summer$12,000

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 15-25% for a sailing yacht and 25-35% 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.



NOTE: While ´Leaf Chaser´ typically sails with just our dedicated captain, you can elevate your experience by adding a chef for a culinary treat at an extra $1,000/day (This will include a chef, food, fuel, mooring ball costs and BVI fees.). Need space for 8 guests? Our captain is happy to offer all 4 queen cabins for an additional $1,500 - ensuring everyone´s comfort. Inquire for details!

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 of the daily rate. Includes boarding after 4pm, snacks, welcome cocktails & continental breakfast. Dinner ashore is additional. Select option upon booking.
EXCLUDES: Christmas and New Year´s weeks.

CHRISTMAS/ NEW YEAR´S RATE: 7 night minimum
CHRISTMAS: 1-6 pax @ $15,000
NEW YEARS: 1-6 pax @ $16,000


2-6 @ $12,000


Provisioning assistance
Boat welcome swag as a souvenir
Assistance in the galley
Captain’s dinner (one per week)
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

Cruising grounds experience & knowledge
Onshore activity recommendations
Fun and engaging captain safety briefings
Restaurant advice
Custom itinerary maps provided for take home
Themed music & playlists
Included Yacht Amenities
Snorkel gear
Paddle boards, Kayaks & Lilly Pads
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

An overall superior Captain-Only charter experience
A dedicated and knowledgable Captain to ensure your vacation is easy & fun!
Immense value add compared to other Captain-Only & Bareboat charter types
Relationship building with Captain to generate future booking comfortability
Access to advanced yacht amenities

Excludes: Food, beverages, bar, ice, fuel, mooring or dock fees, customs, port and immigration fees, cruising permits, airport transfers, and shore excursions.

Leaf Chaser Guest Reviews

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Leaf Chaser Sample Menu

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