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Guests: 8
Crew: 2
Price from: $12,000




Salon Stereo: Yes
Salon Tv: No
Nude: Inq
Crew Pets: No
Guest Pets: No
Water Maker: YES
Water Capacity: 254 GAL
Ice Maker: Yes
Board Games: Yes
Bimini: Yes
Special Diets: Yes
Kosher: No
Bbq: Yes
Gay Charters: Inq
Crew Smokes: No
Children Ok: Yes
Minimum Child Age: WATER SAFE
Generator: YES
Inverter: YES 110V
Voltages: 12 Volt and 110 onboard

Price Details

Please enquire for 7 and 8pax - # of adults, # of children

CHRISTMAS $20,020 (Up to 8 guests and must end by 12/28)
NEW YEARS RATES: $20,930 (Up to 8 guests)

***3 lunches and 4 dinners ashore at client expense***

CHILD DISCOUNT: $250 off for each child age 12 and under.
***Age is based on the charter date NOT the date of booking***

***(Rate divided by 6N X number of nights*** For 6 nights divide rate by 7 X 6N.

TRAVEL AGENT COMMISSION: ***Please inquire prior to offering rates to client***


Tube: 2
Guests: 8
Pref Pickup: Compass Point Marina, STT
Draft: 4.7
Cruising Speed: 7-12 knots
Helipad: No
Maxspeed: 12 knots
Other Pickup: Compass Point Marina, STT
Built: 2007
Turnaround: 48
Cabins: 4
Queen: 3
Single: 2
Showers: 4
Electric Heads: 4
Jacuzzi: No

BBQ: Yes
AC: Full
Generator: YES
Internet: Onboard WIFI


More Specifications

Resort Course: $140
License: -
Tanks: 20
Number Of Dives: up to you
Dive Info: The crew, are PADI Open Water Instructor and a PADI Dive Master onboard.
Full Course: $350 for eLearning
Air Compressor: Not Onboard
Bcs: 8
Weight Sets: 8
Number Of Divers: 8
Dive Lights: 8
Dive Costs: We offer Full PADI Instruction (costs depends on which course), Fun Diving ($80 for two tank dives), Discover Scuba Diving ($140), Nitrox (add $20 per tank), Night Dive ($75)
Scuba On Board: Onboard

Water Sports

Dinghy Size: 13
Dinghy Hp: 25
Floating Mats: Yes
Dinghy Pax: 8
Boarding Ladder: Aft Sugar Scoops
Beach Games: Yes
Fishing Gear: Yes
Kneeboard: Yes
Rods: 3
Snorkel Gear: Yes
Underwater Camera: Yes
Underwater Video: Yes


Captain: Michael Wilcox

Nationality: US

Michael started loving the water when he first went to Chicago and one of his friends had a sailboat, he learned to sail and yearned for his own boat. Till then he served his country, worked as a Surgical Nurse, then into Medical Sales. Michael met his beautiful wife, they spent a few years in the US before adventuring to Central America for several years. Michael is a USCG Master Captain, a web designer, marketer and a PADI Dive Master with over 400 dives.

Jes worked in Corporate Management and realized after several years and meeting her Prince Charming, life had more to offer than her current position. Jes continued to challenge her mind and became a Holistic Health Coach, Yoga Instructor, Thai Masseur and an PADI Open Water Scuba Instructor. During all her training she longed for a place to call home and now has settled in the Virgin Islands. After deciding to settle in the Virgin Islands, Jes became a USCG Master Captain and for her guests’ further enjoyment, an Ashburton Cookery School trained Chef. Thai, Greek, Italian, Fish & Seafood, and Patisserie are just a few things Jes is specialized in cooking.

Michael and Jes are a vibrant and passionate crew ready to treat their guests to a fun and memorable holiday aboard Lucky Me. They have transformed their deep affection for having fun above and below the water into options (including excursions, paddle boarding, scuba diving, snorkeling, and water sports) for an active vacation package for family or friends wanting to create a trip of a lifetime.


Sailing and Scuba Certification
Just returned from fabulous 5 day trip with Micheal and Jess to USVI. Two adults, two teens and an 11 year old, two of us got out open water scuba certification with Jess, and my eleven year old when did a discover scuba dive with her. She was very patient and a great teacher, even when I had to try on 3 different BCD’s and even kicked her in the mask and got stung by a Coral! No idea how she did this while cooking is the best meals we could imagine in a ( seemingly) effortless way.
Micheal was an amazing captain and guide, taking us to amazing places we hadn’t seen ( and we’ve been coming to USVI for years), along with great hidden restaurants we didn’t even know about, that could only be accessed by dingy. We couldn’t have had a better time, and are planning on booking a 7 day trip with them again in August. Absolutely a 5 star experience, beautiful, clean boat, good food, good company, couldn’t ask for more.
The Best Trip
My group of 5 just finished a seven day sail through the USVI and BVI’s with Michael and Jess. I can’t say enough about our wonderful experience. We visited 9 islands and Michael and Jess took great care of us all along the way. Their knowledge of the islands makes sailing a cinch for those that have been to the islands or first timers. Jess is truly an amazing chef and no matter whether it was breakfast, lunch or dinner, she never disappointed us. Each day we anxiously awaited to see what she would create for us to devour. I’m sure we each gained 10lbs... Thanks Jess. LOL
We also did an orientation dive with Jess that made our trip truly memorable. Michael is a wonderful captain and very careful to make sure everyone is very well taken care of from a safety stand point. “Lucky Me” is a beautiful catamaran and provides multiple areas for lounging. We never felt we were on top of each other and sleeping with an air conditioned room made our nights a dream. It was also a huge benefit to have dependable wi-fi onboard for watching shows in the evening or just catching up on news worthy events. I can’t wait until our next adventure together.
Amazing vacation amazing people
The vacation of a lifetime, Michael & Jess are a great team the boat was spacious with great bedrooms. The food Jess made was out of this world. The since of comfort and care they show their guest is like no other. I highly highly recommend them. They are very knowledgeable of the area and always make you feel safe. I will be seeing them again hopefully sooner the later. If your even thinking of chartering a boat Lucky Me is a must you will not be disappointed..

Thank you for such a great time and making our vacation so much fun. Can’t wait to see you again!!
Great Adventure on the Lucky Me
My husband Doug and I (Melinda) had an awesome 6 night, 7 day adventure on the Lucky Me with Captain Jess and Captain Michael. The first positive experience we had was from the moment I notified them that we were interested in a charter trip through the BVI. I notified them through their web site and Michael contacted me immediately and he gave me a lot of information that I had not received through the other companies we had contacted. I was totally impressed. He sent me an email and stated all that the trip included. No hidden costs or secrets. When we arrived at the pier in St Thomas we were greeted by Michael and his wonderful wife Jess. Jess gave us a warm and inviting smile, that made us feel so welcome. It was a wonderful beginning of an awesome journey through the BVI on the Lucky Me. One of many great experiences of our trip was being able to plan where we wanted to go and how flexible the captains were regarding our trip. They gave us some awesome ideas on the islands that we should visit and the places we needed to explore. We were not disappointed, ever!
A few but not all of the positive moments on are trip was the tasty meals that were prepared by Captain Jess. She made entrees that were healthy and exactly what we enjoy. The rooms were comfortable and the Catamaran Lucky Me was strong a mighty. The snorkeling and diving places that we experienced were outstanding and beautiful. It was so much fun sailing through the BVI on the Lucky me with Jess and Michael. We plan to go back next year since the trip was one of a lifetime, but we're going to make it a yearly adventure. I highly recommend a Charter on The Lucky Me with Captain Jess and Captain Michael. They are not only great hosts they are now awesome friends that Doug and I will revisit yearly. If you have the opportunity to explore the BVI on the Lucky Me, please take the opportunity, its amazing.
Anegada Lobster Fest (Woooooo!)
Mike and Jes are without a doubt a dynamic duo! Once we boarded the boat they made it very clear that our safety was at the forefront of their minds and will continue to be throughout the trip. They both made everyone feel safe and comfortable while enjoying the time of our lives. Everything they did to ensure we had a super-fantastic time was spot on. The entire boat, both interior and exterior was immaculate. Our suite was clean, private and cool at night. I slept like a rock!.
Waking up to coffee and a beautifully prepared breakfast every morning was all I needed. Thanks to the chef, I've added guacamole and tomatoes to my list of foods I like.Only took 49 years for me. Thank you Chef Jes. Your talents definitely do not go unrecognized.
Our time on this boat was definitely one for the books. It's easy to see Captain Mike (a military veteran) has complete 24-hour command and control of Lucky Me and with impeccable management skills. I've enjoyed learning a lot from Mike and getting to know him. I felt like we clicked on many levels.
This dynamic team were in sync with each other the entire time and never missed a beat. Captain Mike and Jes are a team you can trust and I strongly recommend Set Sail and Dive to anyone visiting the islands.

Thank you both!
Ready to book again!
As I’m sitting here in 45 degree weather I was dreaming about our amazing vacation aboard Lucky Me. This trip was celebrating my 50th birthday, Michael and Jes made it extra special with a gift, cake and decor, so sweet! I thought I had already reviewed it, but maybe I never finished it. We travel a lot and this by far was my favorite trip we’ve taken, what I loved was that it was truly a vacation to relax and chill, I didn’t have to cook, clean, or really even make any decisions which was quite amazing. We never wore shoes the whole week, which was wonderful too! The rooms are air conditioned and comfortable to retire to at bedtime. The food Jes prepared everyday was delightful. Hanging out at night underneath the stars is quite incredible. Had an amazing time snorkeling with Jes also. Michael and Jes are both very nice people and take immaculate care of their home/boat. We sailed the British Virgin Islands mostly and moored most of the nights. I thought we may get bored or antsy not even one moment, we actually preferred to stay on the boat the majority of our time. Sorry if we drank more than you expected, I warned you guys! 😂 We will be booking again soon!
If you are looking for an amazing trip and love to be in the water and sun, BOOK THIS NOW!!!! Captain Michael and Captain Jes will accommodate you. We spent 6 days traveling the VI and BVI on Lucky Me, but LUCKY US!! This was a trip of a lifetime. Island hopping, fishing, snorkeling, scuba diving- Jes is a great teacher, great chef, food was amazing, both are very knowledgeable and love what they do, which shows in how they made our vacation special and very relaxing. We were worried about space, 3 couples, but not once did any of us feel like we were cramped. Our rooms were perfect, clean and very comfortable. Plenty of room to do your own thing. We have already started planning our next trip with them. You will not be disappointed.
Unbelievable Vacation
No amount of words will do justice to the trip 6 of us had the unbelievable pleasure of booking with Michael and Jes. They are the best captains and team on the sea. I had expressed to Michael that we love “non tourist” spots, but also wanted to see the can’t be missed spots. They accommodated our dreams by taking us to wonderful places; I truly felt they were as excited as we were. We visited 11 islands in 7 days. He’s was so calm and patient and we grew in our snorkeling experiences. We were so fortunate that two of those were at Anegada island. Jes is a wonderful chef and very accommodating. They joined us on the islands and for evening games. Even though we booked as paying guests, I feel we left as friends. We will be doing this again, and only with them. Thank you Michael and Jes for helping me have the best 60th Birthday celebration at sea! See you soon
Top Ten Reasons to Book with Lucky Me:

1. Jes’s amazing food - nothing on St. Thomas, St. John’s, Norman, Peter or Virgin Gorda islands even really compare. Fresh, filling, healthy and delicious.

2. Hot water to shower in (most boats don’t have it). Forget hot water, these guys make their own fresh water. Lots of fresh water.

3. Diving direct from the boat. No rendezvous diving. No lost time. Instantaneous ability to go!

4. Dive master on board - available 24/7 (think night dives) who is excited to dive and knowledgeable about sites, standards and reef life

5. Impeccable vessel (comfortable, clean, safe, stocked, organized)

6. Gear at your fingertips (fishing, snorkeling, diving (day and night), relaxing) Pretty much all you need is a suit and sandals. They’ll cover everything else.

7. Flexibility - the knowledge and ability to adjust to the elements no matter what gets tossed at you. Nothing is set in stone. So you get the most out of EVERY MOMENT. You miss nothing and get to do it all.

8. Two people you really don’t mind being around day after day. Fun and funny.

9. Knowledge - these two know a lot about the area - the geography, the people, the history, where to go, what to avoid. They saved us a ton of time and headache.

10. Kindness. Mike and Jes are truly two of the kindest people you’ll ever meet. They help everyone they come across. People who need it and even those who don’t deserve it. They watch out for others when they have nothing to gain by doing so. They never once made us feel like clients. We were friends right from the start. It’s just one of those things that matters oh. so. much.

We spent five days/four nights with Mike and Jes and loved every second of it. They are amazing in every way. Relentless at making every detail perfect. They effortlessly make waiting on your every need look easy even desirable. Don't think, just GO!!
Incredible trip with S/V Lucky Me
Captain Michael and Chef Jes (she’s a captain too) are an amazing couple who love being on the water, love to teach you things and see all the wonders under the ocean. If you are looking for the perfect blend of romantic getaway or a family fun vacation, relaxation and a beautiful backdrop, a trip with the crew of S/V Lucky Me is just where you need to be!! We have gotten to see and experience something amazing, snorkeling with sea turtles at Diamond Cay, deep sea fishing for Black Fin Tuna (have to get a fishing license), fresh sushi made from the Black Fin Tuna with friends, scuba diving a secret spot, learning how to read the wind & trim the sails, and a beautiful evening in a hidden cove off of Norman Island... S/V Lucky Me is the best of everything for everyone! Families with kids, group of friends, couples and honeymooners are all treated with comfortable accommodations, wonderful food & drink, awesome hospitality and all the water activities you could want on board. I can't wait for our next trip aboard S/V Lucky Me and eating all the great food Chef Jes made for us. Wow!! Is all we could say about her food. Thanks guys!!!
Perfect way to enjoy the USVI
My friend and I had a great time aboard Lucky Me. The boat was beautiful and the hosts were very accommodating. We enjoyed some sailing, saw dolphins and even sea turtles. We were even able to scuba dive where we anchored that first afternoon. The meals were amazing and we want to stay again on Lucky Me with Captain Mike and Jes.
Trip of a life time
I have to be honest and say that I was very reluctant to take this trip with my husband. I get sea sick and was anxious about going out on a boat in the ocean. My husband was so excited about the trip and reassured me that everything was going to be ok. We picked Lucky Me because of Michael and Jesica. They are both Master Captains with sailing experience, hospitality experience and scuba divers. Jes is a Dive Instructor and Michael is a Dive Master. My husband and I are both advanced divers and really wanted to dive during this trip. I'm so happy we chose this crew and boat. Diving with Michael and Jes was relaxing and peaceful. They let me go at my pace and see what I wanted. I've always dove with a group, being led on a predetermined dive by a guide. With them we were able to stop and just look at little stuff, stay as long as we wanted and go on without any group pressure. The majority of my anxiety was actually being out on the ocean. We are from Colorado and I'm much more comfortable on dry land, I just didn't know if this would be my thing. Michael is an experienced and capable captain and I felt completely comfortable and safe with him. Jes is level headed, calm and competent, the two of them ran the boat flawlessly. Both of them had just returned from the UK cooking school at the Ashburton's School of Cookery. The food was absolutely amazing. I had to pinch myself several times to realize that this was real. I really couldn't imagine myself enjoying sitting on a boat all day and night, what would we do, it's so small, you can't just get off when you want. All these thoughts were in my head. The opposite was actually the truth. I read, enjoyed music, lounged on the deck. We sat up on top with Michael while under way. He is a great conversationalist. They catered to our desires and we had significant input into the itinerary. The boat is NOT small. The cabins are queen sized, each with a full bath. It didn't feel like the box of a cruise ship. The galleys are large and quite comfortable. I never imagined that I would have such a marvelous experience on a boat in the ocean, but found that it was very relaxing, peaceful and calming. This was the best vacation I've ever had and I can't wait to go back. I know I'll see "Lucky Me" again and hope it is soon. As we left the dock, I took one look back at her and thought to my self...…Lucky Me for having taken this adventure! Kathy


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Price from $12,000 /week
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