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Mixed Group Gay Charter in the

Apostle Islands


Get ready for an epic 5 days of gay sailing meets glamping, in the bold north woods of Wisconsin. The guys on this trip will need grey sweatpants AND speedos to explore this majestic location!



Apostle Islands

The Apostle Islands hold a special place in my heart, being where I learned how to sail as a child, as well as where I started my sailing charter career. Always a treat to share this remarkable area with other gay adventurous men.


Five days of fun with the boys exploring the Apostle Islands National Lakeshore on Lake Superior. Let me guide you through these stunning waters and show you all that this rich island chain has to offer. No where else in the United States compares to the beauty this area holds. Set sail with me for 5 days as we wander and explore this hidden paradise. Swimming, hiking, historic tours, gay bonding, beach-combing and much more are in store for you on this adventure! A trip of a lifetime were you get to explore an amazing sailing destination, with other gay men, and vacation the way you want to. Grab a hoodie and some speedos for this epic, bold north adventure!

Remember, this trip is a bit more rustic and low key than my other charters. Think of it as glamping. Everything is included, but we will be working as a team to handle food and beverages. No Chef on this trip, so team players only!



Ship's Wheel

Don't Miss Any Details...


$1,250 plus tax

All-inclusive pricing

5 days / 4 nights

Choice food & beverages

Captain/guide included

Split payments available


Bayfield, Wisconsin

Marina  Address:

Schooner Bay Marina

90530 Pageant Rd, Bayfield, WI 54814


July 22-26, 2024

Charter Start:

Monday, July 22 at 9 am

Charter End Time:

Friday, July 26 at 3 pm


after booking

1. Video call with Captain

2. Collection of food & beverage orders

3. Final payments due 60 days prior to departure


What is included?

I've taken care of mostly everything. Here is what is included in each of my charters, and what my guests are responsible to handle on their own.



4 nights accommodations

Choice food and beverages

Captain Beau as your guide

Breakfast at local restaurant

Towels and bedding


Not Included


Transportation to marina

Guests travel insurance

Gratuity for awesomeness

Beach towel

Chef to prepare foods

  • What are the start times and ending times of each charter?
    Typically charters run for 8 days, Saturday to Saturday, unless requested differently. Guests are able to board between 3 and 5 pm on the charter start date, and depart by 9 am on the charter end date.
  • 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 guest will only need one long pant and shirt for your charter, the rest should be shorts, tanks and tees. You will also need personal toiletries, a beach towel and water socks are also recommended. Linens are provided.
  • What about storage and luggage?
    Well, we are on a boat, so space can be limited. We recommend using soft sided luggage, and not over packing.
  • Will I get Sea Sick?
    You could. It is recommended that if you are unsure if, or you do have a tendency to get motion sickness, that you bring a preventative medication like Dramamine.
  • What if I have more questions?
    No worries! We want to be upfront and as clear as possible with everything dealing with our charters. If you still have questions, we recommend scheduling a quick video call with Captain Beau. He has no problem answering your charter questions, and putting you at ease with your charter booking. Click below to schedule your video call!
  • 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.
  • What if I'm traveling alone?
    Don't worry, we are in this together! Individuals joining a mixed group will be sharing a cabin with another traveler. Each cabin has queen sized beds, so there is plenty of space. Adventure ready vacationing!
  • 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, and 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.


Are you ready for an amazing gay
sailing adventure?

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