Your boat. Your people. Your pace.
Private Sailing Charter in Provincetown, MA
The Boat: Triton
Morgan 34’ Sail Boat
Built in 1967, our classic sloop features timeless lines and rich American maritime heritage — perfect for a private sailing charter in Provincetown, MA. She hosts up to 6 guests on Cape Cod Bay for a memorable, fully private experience.
Below deck, you’ll find a one-of-a-kind custom interior with rich finishes, teak and holly flooring, mahogany bulkheads, beautiful wood cabinetry, and a comfortable dining area.
On deck, you can enjoy your favorite spots—from the comfortable cockpit to the spacious bow, the most charming vantage point for taking pictures or sharing an intimate experience with your loved ones.
The Captain: Greg Slimko
100 ton USCG certified
Captain Greg Slimko holds a 100-ton USCG Master Captain license and has been sailing since the age of eight. His decades of experience include offshore and coastal yacht deliveries, private charters across Cape Cod Bay, and captaining yachts in the international waters of Panama, Mexico, Hawaii, and the Bahamas.
A natural host as much as a seasoned sailor, Greg has worked in guest services aboard cruise ships and as an international flight attendant — so he knows how to read a room, keep people comfortable, and make an experience feel effortless. On the water, that translates to a charter that's as relaxed or as hands-on as you want it to be.
What type of sailor are you?
Do you like to savor a great wine and relax watching the sunset or do you crave a sporty sail racing around in the wind?
Do you want to learn and be hands-on with your Captain or do you need space to share a special moment with your loved ones?
Provincetown welcomes all and so do we!
Choose your sail
All charters are fully private. The boat is yours alone.
Morning Sail · From $700 · Up to 6 guests
Afternoon Sail · From $1,100 · Up to 6 guests
Sunset Sail · From $800 · Up to 6 guests
Bespoke Charter · Something else in mind? Let's make it happen.
Proposals, anniversaries, birthdays, celebrations, special events — we build the experience around you. Custom timing/duration, flowers, balloons, charcuterie, cake, gifts, props, dietary needs… You show up. We handle everything else.
Fabulously Asked Questions
⚓ What do I wear?
Bring an extra layer, sunscreen, sunglasses, and a fancy hat!
⚓ Can we go to Boy Beach?
Yes, we can go anywhere! Grab a bright speedo and let’s go! We can sail to Boy Beach, Long Point, Herring Cove, or anywhere else in Provincetown Harbor and Cape Cod Bay. Tell us where you want to go and we'll make it happen — the charter is entirely yours.
⚓ Can my dog come too?
Yes! Triton is one of the few dog-friendly private sailing charters in Provincetown. Your sea-loving pup is welcome aboard — there's plenty of room on deck and below. We just ask that you let us know in advance so we can make sure everything's ready.
⚓ What about snacks?
Book a charcuterie board, we even have vegan options.
⚓ What about drinks?
We can’t sell you drink but you can bring whatever makes you happy!
⚓ What about special events or requests?
We specialize in bespoke charters for life's best moments — proposals, anniversaries, birthdays, and celebrations of all kinds. We coordinate everything: balloons, champagne, flowers, and timing. All you have to do is show up. Many guests choose Triton for same-sex proposals and LGBTQ+ celebrations — Provincetown is the perfect backdrop. Call or email us to start planning.
⚓ How do we get there?
We are on MacMillan Pier, right in the heart of Provincetown, MA. Our dock is the Long Point Marina, the red building right across from the Harbormaster’s office. The boat is easily accessible: simply walk down the gangway onto the dock.
You can walk, bike, or drive. There’s a drop-off zone right in front, for passenger or luggage, and parking is available at the MacMillan Pier or the Bradford Street parking lots.
⚓ What’s the Weather Policy
We sail “Rain or Shine” in sunny, cloudy, or light intermittent rain conditions.
If the Captain determines that “Unsafe Weather Conditions” exist — such as heavy rain, fog, or high winds — we will offer the option to reschedule or refund your booking.
⚓ What about Cancellations and Refunds?
Cancellations made at least 48 hours before the scheduled departure, or when the Captain calls for “Unsafe Weather Conditions,” are eligible for a free reschedule or an 85% refund.
Last-minute cancellations (less than 48 hours) and no-shows are not eligible for a refund.