Leopard 58ft - 2017


Yacht description

Leeway is a 2017 Leopard 58. The layout is three queen cabins each with ensuite bathrooms which have a separate shower stall.  The bed linens are top quality and relaxing colours blending perfectly with the light décor used throughout the yacht. The salon has a comfortable L-shaped settee with amazing all-round views. The galley is part of the salon so you can chat to the chef whilst your gourmet meals are prepared.

On decks this Leopard 58 has a great option of a forward covered cockpit. Accessed from the salon, this area provides the perfect spot for sundowners or even enjoying the views whist sailing. In addition to this there is forward lounging on the trampolines with a padded backrest, a fabulous flybridge and a huge cockpit with al fresco dining so the outside space is huge!

Penny's personal opinion

Why book Leeward – THREE CREW – This is such a great combination, especially for families or active groups. The crew work amazingly well together, are young and super enthusiastic to make your holiday perfect. Whether you want to sit with a cocktail or bring out all the water toys, they have you covered!

Yacht layout


  • Yacht
    • Fully air conditioned
    • Device hookups
    • Water maker
    • Onboard wifi
    • Yoga mats
  • Water Toys
    • RIB w/40hp
    • Snorkel gear
    • Towing tube
    • Double kayak
    • SUP x 2
    • E-foil
    • Floating mats
    • Fishing gear - Trolling and casting USVI only
    • Underwater camera/video

Onboard experience

Crew profile
Terrence was born in the water. Surfing by the age of five, picking up a fishing pole shortly after and becoming fascinated with the ocean throughout his experiences. He bought a Hobie '16 before he even had his driver's license and was a state champion surfer for six years straight. The love and respect he has for the ocean is indescribably fascinating. He is a lover of life and people are drawn to the good energy he brings along with him wherever he explores.
Sample menu
This is a sample menu only to give you an idea of your chef’s cooking style. Your menu will be personalised for you - designed around your food and drink preferences. Most chefs are able to adapt to different dietary requirements such as vegetarian or gluten free but please let us know at the time of booking so we can check for you.
7 nights
6 nights
5 nights
2 $ 28,000 $ 24,000 $ 23,333
3 $ 28,500 $ 24,429 $ 23,750
4 $ 29,000 $ 24,857 $ 24,167
5 $ 29,500 $ 25,286 $ 24,583
6 $ 30,000 $ 25,714 $ 25,000

Rates are inclusive of all meals, snacks and standard bar prepared to your preferences. Standard bar consists of house wines, beers, sodas, mid-shelf spirits.

2 $ 29,500 $ 25,286 $ 24,583
3 $ 30,000 $ 25,714 $ 25,000
4 $ 30,500 $ 26,143 $ 25,417
5 $ 31,000 $ 26,571 $ 25,833
6 $ 31,500 $ 27,000 $ 26,250

Rates are inclusive of all meals, snacks and standard bar prepared to your preferences. Standard bar consists of house wines, beers, sodas, mid-shelf spirits.


1-6 guests, 7 nights minimum
Charters during Christmas week are required to finish by Dec 26


1-6 guests, 7 nights minimum
New Year charters commence no earlier than Dec 27

Deduct $150 per person per week

Includes 7 breakfasts, 4 lunches and 3 dinners. Requires 3 lunches and 4 dinners to be taken ashore at guests’ expense.

Deduct $75 per person per week

Includes 7 breakfasts, 5 lunches and 6 dinners. Requires 2 lunches and 1 dinner to be taken ashore at guests’ expense.

Half the daily rate

Sleep aboard the night before charter dates. Boarding after 4pm includes snacks, welcome cocktails and Continental breakfast. Dinner is to be taken ashore at guests’ expense.

Special offers
20% discount on charters taking place by Jul 31, 2023
5 nights minimum
Not to be combined with any other offers
​Leeway is offering to their guests on charters completed before July 31, 2023:
​• Free use of their e-Foil
• ​One free group yoga class per day
​• Onboard Diving: 2 dives at no service charge. No more than 4 people per dive. Gear not included.
Not to be combined with other offers

Charter information

  • WELLNESS CHARTERS: Turn your yacht vacation into a rejuvenating retreat facilitated by Chef Jessica, a certified yoga teacher and health coach.
    Each package includes a pre- charter health consultation to curate a menu based on your dietary preferences, as well as the customized itinerary based on your wellbeing & fitness goals.
    A Wellness Charter includes all of the adventures and amenities of a regular charter, but your experience will be augmented with intention setting, daily yoga, meditation, breathwork, healthy food, transformational workshops, and deep authentic connection.
  • BVI Port fees and permits are included in the rate
  • A crew gratuity, based on your level of satisfaction, but typically 15-20% of the charter rate is not included
  • Information and rates quoted on this website are believed to be correct but are subject to change without notice.


View all (4)
  • I enjoyed the most incredible retreat from start to finish – everything was so thoughtfully planned and curated to ensure each guest felt seen, heard, and so taken care of while on the boat. I would absolutely recommend to anyone who wants to enjoy a once in a lifetime experience.

    Awaken The Waters Retreat was the most life changing experience of my life. St Thomas’s magic was undeniable with incredible food , host and captain! Bioluminescence and shooting stars were the highlight of the trip. I will be back again and again.

    What was the highlight of your experience on Leeway?
    Oh gosh, this is a hard one. The highlight would be witnessing the passion that you have infused the experience with. Each detail was carefully curated based on your own experience and your love for the lives you have created. From the presentation of the flowers on the boat to the tours, the excursions, the snorkeling, the sailing, the FOOD! It was all offered with such pure intentions of bringing the best possible experience for us all.

    The entire trip was the highlight – from start to finish it was an experience I will never forget. The bioluminescent waters, the shooting stars, the private experience, the food was absolutely phenomenal.

    How was the food? What was your favorite meal and what was your least favorite?
    The food was incredible!! I miss Jess’s cooking so much – although I did invest in an airfryer when I got home! haha My favorite meal was the lobster – both evening and morning breakfast with it. YUM! I’m not sure I had a least favorite.
    Insane! It was like dining at a 5 star restaurant every meal – so delicious. You could taste all the love, energy, and effort that went into the meals.
    I loved them all so much. No least favorite. I loved day 1 food. I loved the pancakes!! I loved the fruit mandalas. I loved it all.

  • We were a party of four and spent one night out on Leeway along the south side of St. John. Bubba, Jessica, and Heather were awesome! They were attentive to the needs of our group and always on top of things before we had to ask. The boat is absolutely beautiful! The beds are comfortable, the crew keeps the boat immaculate, and the AC worked perfectly. The living areas on the boat are the best – there is so much space and so many different spots to hang out, take a nap, or eat Jessica’s amazing and healthy food.

    The boat is loaded with water toys and fun things to do on a mooring or at anchor. We did one dive at Ledges and the corals and sea life were magnificent. Bubba and Heather are awesome divers and Jessica is a great hype girl and underwater photographer! We spent hours trying out the hydra-foil which is a must! And paddle boarding around was a blast. I highly recommend a trip on Leeway! 10/10

  • Thank you Chef Jessica, for a once in a lifetime experience of constant fun and good times! From amazing meals to helping us with spiritual growth, you have been way beyond nice! Your food was absolutely delicious and fueled all of our fun times together! Thanks for connecting to each of us on a personal level and reaching all of our hearts through our tummies!

  • I have to say that the experience on the Leeway was one of my all-time favorites thus far! Being on the yacht provided an intimate container to simply BE. The food was incredible; colorful, flavorful and plentiful! The extra attention to the care and delivery of the excursions and adventures allowed us to experience the beauty of the local area without the overwhelm and crowded tourist aspect. I thoroughly enjoyed the extras that the boat offered such as fishing, paddleboarding, snorkeling, efoiling, and snuba diving. Every detail down to the towels, the bedding, and the pillows offered a feeling of luxury. I will definitely be back!

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