

Singles Cruise in the
US Virgin
Islands

Sail into the sunset on my first ever singles charter! 7 days to explore this tropical paradise, swim the crystal-clear waters, enjoy delicious food and beverages, and enjoy the company of eight gay men.


SINGLES CRUISE DETAILS
US Virgin Islands
Join eight guys on a 7 day sailing vacation aboard a new, luxury catamaran sailboat as we island hop from one beautiful island to another. Each day exploring a new exotic destination, making stops in secluded anchorages and local historic towns.
Guests enjoy a number of activities, including walks on the beach, hiking any number of local trails, explore historical ruins, snorkel the rock and reef formations, wander pristine beaches, soak it all in nude sunbathing, relax and recharge while reading a book, take a dinghy ride with Captain Beau, get to know the other single gay men aboard, and so much more!
All of my charters are all-inclusive too. They feature myself as your captain and guide, to handle all the needed boat work and keep my guests comfortable and safe. A handsome gay Chef to plan and prepare local, authentic cuisine, from a personalized selection of food and beverages. Eating at local restaurants. As well as full use of the boat, which includes accommodations for the duration of your vacation. Don't forget a once in a lifetime, authentic gay experience.
Recommended Age Range: Gay Men 30ish to 50ish years of age.
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PRICE PER PERSON
$3,000 plus tax
All-inclusive pricing
7 day vacation
Choice food & beverages
Captain and Chef included
Single gay men only
Recommended ages 30-50 ish
MARINA LOCATION
US Virgin Islands
Marina Address:
Compass Point Marina
St. Thomas, Estate Bovoni, St Thomas 00801, U.S. Virgin Islands
DATES AND TIME
February 8-14, 2026
Charter Start Time:
Sun. February 8 at 9 am
Charter End Time:
Sat. February at 9 am
NEXT STEPS
after booking
1. Video call with Captain
2. Collection of food & beverage orders
3. Deposit due at booking, final payments due 60 days prior to departure
WHAT IS INCLUDED
I've taken care of mostly everything. Here is what is included with each of my charters, and what my guests are responsible to handle on their own.
Included

7 days / 6 nights aboard
Choice food and beverages
Captain Beau as your guide
Gay chef to handle meals
Meal at local restaurant
Towels and bedding


Not Included
Guest's airfare
Transportation to marina
Guest's travel insurance
Gratuity for Crew
Beach towel
Guest's Personal Items
BOOK NOW ⮯
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What are the start times and ending times of each charter?Typically charters run for 7 days, Sunday to Saturday, unless outlined differently on the specific charter webpage. Guests are able to board at 9 am on the charter start date, and depart at 9 am on the charter end date.
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What do I need to bring?Great Question! Typically guests are wearing a swimsuit during the day (or less), and light clothing in the evenings. Most charter guests will only need one long pant and shirt for your charter, the rest should be shorts, tanks, tees, and all the fun banana hammocks you can fit in! You will also need personal toiletries, a beach towel, and water socks are a great idea. I also recommend ear plugs or a sleep mask for light sleepers. Linens are provided.
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What about storage and luggage?Well, we are on a boat, so space is limited. We recommend using soft sided luggage, and not over packing. Please, no hard sided luggage, larger than a carry-on size.
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Will I get sea sick?You could. It is recommended that if you are unsure, or you do have a tendency to get motion sickness, that you bring a preventative medication, like Dramamine, with you. Motion sickness medication might not be available on the vessel we are using.
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Do I have to pay all at once?Nope! We take a deposit upfront, fully refundable for 48 hours or until the charter waiver has been signed. Then the remaining balance is due 90 days prior to departure.
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What if I'm traveling alone?Don't worry, we are all in this adventure together! Individuals joining a mixed group will be sharing a cabin with one other traveler. Each cabin has queenish sized beds, so there is plenty of space. Also, cabins are mainly used for sleeping. Mainly 😉
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Are these trips sexual?If you are wondering if my charters are orgies, no they are not. Is there freedom to vacation as your authentic self? Absolutely! This might include nudity and sexual actives. My intention is to create a safe, welcoming space where everyone feels comfortable to be their authentic selves, and consent is king!
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How can I charge my devices on the boat?There are USB plugs in each cabin, and throughout the sailboat, for you to charge your devices. Please plan on using only USB to charge any devices that need to be charged while aboard.
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Do I need to bring sunscreen?Bring some, but I'll have extra onboard. I recommend bringing a small bottle of your favorite sunscreen. The sun is very intense out on the water. I will always have extra sunscreen, just in case!
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What do you mean by adventure vacation?Basically, if you can handle "glamping," you can handle a Nauti Daddy Sailing Vacation. We are aboard yachts that sell new for around $1.5 million, so you will have most of the comforts of home, but there will have to be some concessions made. Small sacrifices in order to sail and explore magical places by water!
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Tipping Etiquette?I think it's important to tip people who bring us good service. Have we gotten out of control with tipping, yes, but this is different. Your Captain and Chef will be working 16 hours a day, 7 days in a row to ensure you are safe, well fed, and have an amazing adventure. The crew on a sailboat is the perfect example of why we tip; they work their cute butts off for you!
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Head on the Boat (Toilet Addition)If you can handle the head situation on a sailboat (bathroom), you can handle this adventure vacation. Toilets on a sailboat run a little differently than what we are used to on land. They basically work the same, but the operation is a little more comprehensive. Not difficult, not gross, just different. Here is a good instructional video, so you have a better understanding of how they operate. Most important part, no paper products in the bowl!
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Can I get claustrophobic? See what it's like aboard a catamaran sailboat:If you have a real issue with small spaces, this might not be the trip for you. The cabins are small, but have large windows and extra ventilation. Remember, cabins are mainly for sleeping. Please watch this video to get a feel of what it's like to stay aboard a catamaran sailboat. This is part of the adventure!
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What if I have more questions?I want to be upfront and paint as clear of a picture as possible, so you are comfortable before and during our sailing vacation. If you still have questions, I recommend scheduling a quick video call with me, Captain Beau. I have no problem answering your charter questions, and putting you at ease with your booking. Click below to schedule a face to face video call with me.
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My Private Sailing Vacation


My Experiences - by Dee G.


Why do we enjoy "gay" vacations?
