Leeway Description

This elegant 58’ Leopard catamaran offers the best in large open decks and spaces for lounging, including a comfortable indoor salon, a breeze-filled fly-bridge with a dance floor and seating for 12, and the fun forward netted space to experience sailing firsthand in the day and star gazing at night. All 3 guest staterooms include en-suite bathrooms, air conditioning, and everything you would need to create sailing memories with families and friends. Guests will never forget their charter experience on Leeway! TOYS: 5 x 10´ floating dock, 8´ Donut Float, a towable tube, 2 sea scooters, e-Foil, 2 Stand Up Paddle Boards, Snorkeling Gear, (1) 2-Person Kayak, Subwing, 2 Fishing Rods, Yoga Mats, Onshore games

Cruising Area of Leeway

Pref. Pick-upSt. Thomas, USVI
Other Pick-upTortola, BVI
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
6 Guests in 3 Queen cabins with private heads


Previous NameLady Susan
Length58 Feet
Beam27.9 Feet
Draft5.10 Feet
A/C NightYes
Sun AwningYes
Bimini TopYes
Num Hatch10
Guest SmokeNon-smoking boat
Children AllowedYes
Min Child AgeWater Safe
Water MakerYes
Water Capacity400
Ice MakerYes
Internet AccessOnboard WIFI
Max Speed12
Cruising Speed8
Turnaround48 hrs preferred, Inquire for
Engines2 Yanmars 110hp Northern Lights

Water Sports

Dinghy (Feet)13 ft.
Dinghy Hp40 hp
Dinghy Pax6
Sea ScootersYes
Snorkel GearYes
2-Man KayakYes
Floating MatsYes
Standup Paddle2
Swim PlatformsScoop Steps
Boarding LadderStern Sugar Scoops
Beach GamesYes
Fishing GearYes
Gear TypeTrolling and Casting
Fishing Rods4
Deep Sea FishingYes
Fishing PermitUSVI/BVI
Under Water CamYes
Under Water VideoYes
Other Toys
Wing Foil
5 x 10´ Floating Dock
2 Sea Scooters
2 WhiteShark underwater scooters

Scuba Diving Scuba Diving Symbol

Air CompressorOnboard
Weight Sets8
Num Divers6
Dive Lights2
Diving Info
Offered onboard at $65/per person per day dive, $90/per person per night dive. Gear not included.
Dive Costs
Gear not included


Salon Tv/DvdYes
Salon StereoYes
iPod/Device HookupsYes
Board GamesYes
Other Entertainment
Starlink, Bow Thruster, Raymarine Axiom Electronics Package including 12´ MFDs at helm and inside nav station, radar, autopilot and AIS, Northern Lights 20kw Generator (under 2,300 hours), Webasto AC Chiller units, Custom granite countertops, 2 x custom wooden tables, one on aft deck, one on flybridge, wine fridge and beverage prep station in salon, inside throttle control for engines and autopilot control / nav station so you can drive your yacht from inside, 6 x Walk on 140Watt Solar Panels with Victron Smart Controllers, watermaker, electric furling genoa, 75lb Anchor with Swivel, Flybridge/Helm Isinglass Enclosure, Custom 1.5´ stainless steel sold rails all around main decks, 3´ high, additional railings going to fly bridge, additional grab bars on fore deck, , 48´ Flatscreen TV on a Lift System, Auxillary Fuel Tanks, Blue Underwater lights, Washer/Dryer, Dishwasher, additional freezer, center console tender & outboard, flybridge with sink, fridge, icemaker bbq and prep station

Yoga Mats

REFIT DETAILS: During the 2022/2023 season, Leeway has had these items replaced or upgraded: New flybridge BBQ, new, solar installed, new ice maker, new refrigerator, New Tender lift system


Special DietsYes

Green Initiatives

Make Purified Drinking WaterYes
Re-Usable Water BottlesYes
Other Green Initiatives
Grow herbs via hydroponic system Recycling RO to spring water quality restructuring system

Leeway Crew Profile

Crew Number2
Crew SmokeNo
CaptainRob Hyson
Chef / First Mate
Chef / First MateJody Oles

Capt. Capt. Rob Hyson
Captain Rob Hyson was born and raised in a small coastal town in Maine and as such spent a large portion of his youth on the water, on small fishing boats sailing schooners and everything in between. After graduation high school Rob served in the US Marine Corps as a presidential guard in Washington DC and at Camp David. Soon after ending his service in the Marine corps Rob moved to The Great Lakes area where his love for sailing was born. When Rob moved to his home state of Maine again he bought, and completely refit a Pearson sailing yacht and sailed her all over the New England coast until he decided to find warmer weather and sailed south the the US Virgin Islands. Where he cruised for a year before deciding to turn his love for the ocean and sailing into a career. Now Rob spends his days on the water and even gets paid to do it. He is truly happy to be “living the dream”

Chef Jody Oles
Chef Jody is a native Californian, but has loved chartering in the islands for the last 17 years. She holds a US Coast Guard Masters License, and is a PADI Scuba Instructor, as well as an accomplished charter chef. Her passion for beautiful food equals her passion for the ocean. Before moving to the islands, Jody was an educator for several zoos and aquariums on each coast. She fell in love with the Caribbean waters working as an Aquarist at Coral World Marine park in St Thomas. Her knowledge of marine life gives her guests an experience they won´t forget! From the galley, her fresh breads, pastries, decadent desserts, and everything in between will present you with an array of goodies to tempt your taste buds. Her culinary style incorporates fresh local ingredients with culinary favorites for amazing meals that guests love. Her greatest pleasure is your smile of satisfaction!

Leeway Calendar

AvailableBookedHold (can be challenged)Unavailable
Nov 2023123456789101112131415161718192021222324252627282930
Dec 202312345678910111213141516171819202122232425262728293031
Jan 202412345678910111213141516171819202122232425262728293031
Feb 20241234567891011121314151617181920212223242526272829
Mar 202412345678910111213141516171819202122232425262728293031
Apr 2024123456789101112131415161718192021222324252627282930
May 202412345678910111213141516171819202122232425262728293031
Jun 2024123456789101112131415161718192021222324252627282930
Jul 202412345678910111213141516171819202122232425262728293031
Aug 202412345678910111213141516171819202122232425262728293031
Sep 2024123456789101112131415161718192021222324252627282930
Oct 202412345678910111213141516171819202122232425262728293031
Nov 2024123456789101112131415161718192021222324252627282930

Leeway Reservations & Port Locations

Start DateEnd DateDetails (Holds can be challenged)
Nov 17, 2023Nov 30, 2023Unavailable: British Virgin Islands* to British Virgin Islands*
Dec 17, 2023Dec 18, 2023Unavailable: Unavailable to Unavailable
Dec 29, 2023Jan 06, 2024Booked: St Thomas, USVI* to St Thomas, USVI*
Mar 23, 2024Mar 30, 2024Booked: Owner Use - BVI, USVI, SXM to Owner Use - BVI, USVI, SXM
Mar 31, 2024Apr 06, 2024Booked: Tortola - Nanny Cay to Yacht Haven Grand
May 11, 2024May 18, 2024Booked: Tortola, To be Decided - BVI to Tortola, To be Decided - BVI
Aug 01, 2024Oct 31, 2024Unavailable: Unavailable to Unavailable

Leeway Rates / week

The prices shown are for the entire yacht for a week-long (7 nights) charter. Inquire for lowest rate.
Low price: $27,700
(normal rate)
High price: $30,000
(normal rate)

Leeway Special Offer!
Discount: 10%!
Offer: 10% discount on the standard charter rate for Leeway including Thanksgiving charter. Special can not be combined with other specials. New bookings only.
Old price: $27,700 - $30,000 / week
New price: $24,930 - $27,000 / week (Save: $2,770 - $3,000 / week)
Minimum nights: 5
Travel before: Dec/17/2023

Season2 Pax3 Pax4 Pax5 Pax6 Pax
2023/24 Winter$28,000$28,500$29,000$29,500$30,000
2024 Summer$28,000$28,500$29,000$29,500$30,000
2024/25 Winter$28,000$28,500$29,000$29,500$30,000

Yacht terms: All Inclusive
An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, cruising permits, premium beverages and scuba activities. Inquire for more information.

Leeway Special Offer 2!
Xmas Special
Offer: Leeway is offering Christmas 2023 charter at their regular seasonal rate This exclusive deal cannot be combined with other offers.
Minimum nights: 7
Travel between: Dec/19/2023 - Dec/27/2023


CURRENT SPECIAL: 10% will be discounted from the standard charter rate for charters started and completed between 11/18/23 and 12/17/23 - including Thanksgiving charters. The charter must be booked after 10/03/23, have a minimum of 5 nights and cannot be in conjunction with any other specials for the discount to apply.

HOLIDAY SPECIAL: Christmas charters are offered at the standard seasonal rate. This special cannot be combined with other offers.

Cruising Grounds: ​​British Virgin Islands & U.S. Virgin Islands
​Pick Up/Drop Off: St. Thomas or Tortola
Yacht: BVI-Based
Crew: Permanent Annual Work Permits
​BVI Customs & Cruising Permit Fees: Included

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: 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.

Discount of $150 per person
Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. Also see Local Fare option below.
2@$27,700 | 3@$28,050 | 4@$28,400 | 5@$28,750 | 6@$29,100

Discount of $75 per person
Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense.
2@$27,850 | 3@$28,275 | 4@$28,700 | 5@$29,125 | 6@$29,550

CHRISTMAS 2023: 1-6 pax @ $37,500 - must end no later than 12/27.
NEW YEARS 2023: 1-6 pax - Already Booked.

Leeway Guest Reviews

Previous Yacht NameLady Susan
January 2023

This was truly a trip of a lifetime. We´ve been dreaming of doing this for a long time and it was better than we ever imagined! Thank you Jodi and Troy for such an amazing experience! You guys are the best!

January 2023

Thank you for the most amazing vacation we´ve ever experienced. We will cherish these memories forever. Your kindness, hospitality, and knowledge truly made this a “Dream Vacation”!

January 2023

We can´t thank you enough for such a lovely week. Private cruising with fabulous snorkeling, super fun sailing, kayaking, - the list goes on and to keep us going for all our adventures. Chef Jodi´s food was outstanding! Thank you for accommodating all our different tastes and wowing us at every delicious meal. Such gracious hosts. Happy sailing!

January 2023

Words can´t even begin to describe the fun and amazing memories that we made on this trip. We truly had the best time. The food was awesome and so were all of the stops along the way. We will be back! Thank you so much for hospitality! Bill and Colleen Biggs