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Private Charters

Private Group Charters

Have a group of 4 to 8 adventurous friends looking to go on a gay (or not) sailing vacation? Let us take the hassle out of planning your group's next sailing charter! We offer professionally captained, private group sailing charters, in your desired cruising location. Our charters are completely planned to suit your needs, including: dates, duration, food and beverages, activities, payment options and more. Just add you!


Past Charter Guest...
"Way better than any cruise I have ever been on!"


What Are

Private Group Charters?

Ever watched the show Below Deck? Well it's like that, but we act more like the crew then the guests! We are also not aboard a mega yacht, have more than two crew members aboard for your charter, or ever wear that much clothing. But we do have just as much fun, see the same beautiful places, travel aboard a catamaran sailboat, and cost a fraction of the price as a mega yacht.

Captain Beau and Nauti Daddy Sailing Company handle all the details and planning for your group of 4 to 8 guests' private sailing charter. We take the hassle and headaches out of planning your vacation, the troubles and work out of crewing the sailboat, and the worry of hidden costs and fees out of the booking process.

Let us plan, prepare for and take you on an amazing gay sailing charter aboard a beautiful catamaran sailboat. Sail, swim, and relax in your group's desired destination, with a professional Captain to guide you on your journey, and a host/cook to handle all of your food and beverage needs. All of your vacation desires met, at affordable, all-inclusive prices.


How Our Private Group Charters Work?

The good news is there isn't much for you to do. We try and make the planning, booking and the charter process as easy as 1, 2, 3...



Fill out our quick charter inquiry email below, then let us do some preliminary research. We'll get back to you with a basic charter outline on your charter inquiry.



Have us customize and plan the charter to suit your needs and desires. Once everything is planned to your liking, we'll provide you with upfront pricing to review.


Once the charter is planned to your liking, and you have agreed to the upfront pricing, we book your private charter! Deposits are typically $3,000, with balances due 90 days prior to departure.


Welcome Aboard!

Accomodations on a Nauti Daddy Sailing Charter

You won't be disappointed as we sail through your desired exotic sailing destination aboard one of these million + dollar catamaran sailboats. Luxury boating, with all the comforts of home.

Our charter vessels have 3 to 5 cabins, with sleeping for 4-8 guests. Typically 2 - 4 bathrooms, and the crowd favorite deck shower for outdoor bathing. Guests enjoy private cabins, lounge space for sunbathing and reading, several seating areas for relaxing, and of course the bun deck to let it all hang out!

In every destination we charter like-new catamaran sailboats, through reputable rental companies, to provide our guests with the very best possible sailing vacation experience. Take a video tour of one style sailboat we often use on our trips.


Charter Inquiry Email

Send us a quick email inquiry and we'll get back to you within 48 hours with an outline.

What people are saying

Many times over our guests say our private charters are the best way to travel with your closest friends and family. There is a time and a place for cruise ships, but for a personalized, private, immersive sailing vacation, our destination charters are the very best.

Everything from the type and style of sailboat, dates and locations, food options and beverage selections, guest count and activities; everything is personalized to meet you and your guest's needs.

We often hear that our sailing charters are much more relaxing, spontaneous and actually less expensive than cruise ship traveling. All-Inclusive pricing  typically cost around $2,750 USD per person. Remember this includes everything! Your lodging, personalized provisioning, all boat related fees and expenses, professional Captain, typically a host/cook, and activities for an 8 day, 7 night trip of a lifetime. You get all of this, plus you are sailing with a small group of only gay men. Your needs and desires will be met.

Need some Daddy swag?







Ready for a Sailing Adventure?

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