Tours / Provincetown by the Sea
Provincetown by the Sea
NYC to Provincetown 7–14 Day Adventure Charter
A Gay-Owned & Operated Multi-Day Private Boat Expedition from New York City to Provincetown, MA
Embark on the ultimate East Coast maritime adventure: a 7–14 day private boat charter from New York City to Provincetown, MA, designed for adventurous couples (one or two couples max) who want a rare and unforgettable journey. Offered exclusively by Monty’s Ark Adventures — a proudly gay-owned and operated charter company — this voyage blends ocean travel, New England charm, LGBTQ+ inclusivity, and complete vessel privacy for your group. Your charter includes an overnight layover in Eastern Connecticut, three full days in Provincetown (for 7-day voyages), and optional expanded exploration for guests who choose the 14-day extended itinerary.
Highlights of the 7–14 Day NYC–Provincetown Private Charter
Why This Journey Is Unlike Anything Else
- Choice of 7-day or 14-day private charter
- Gay-owned and operated for a welcoming LGBTQ+ experience
- Exclusive vessel access for your group only
- Waterfront B&B layover in Eastern Connecticut on Night 1
- Arrival in Provincetown on Day 2
- 3 full days in Provincetown (7-day version)
- Up to 10 full days in Provincetown or added destinations for 14-day guests
- Optional day trips: Boston, whale watching, Cape Cod beaches, and more
- Perfect for couples seeking adventure, privacy, and a uniquely curated maritime vacation
Your Journey From NYC to Provincetown (7-Day Itinerary Overview)
Day 1 — Depart NYC & Overnight Layover in Eastern Connecticut
Set off from New York City and cruise through the scenic length of Long Island Sound. Arrive in Eastern Connecticut in the early evening and check into a charming waterfront bed & breakfast. Enjoy dinner by the harbor and prepare for the run to Cape Cod.
Day 2 — Cruise to Provincetown (Arrival)
Continue north through New England waters, entering the wide Atlantic as you approach Cape Cod. Arrive in Provincetown, the LGBTQ+ capital of the East Coast, in late afternoon.
Days 3–5: Explore Provincetown at Your Own Pace
For the 7-day itinerary, guests enjoy three full days in Provincetown.
For the 14-day itinerary, you may choose to spend up to ten days in Provincetown or explore additional destinations (see extended itinerary below).
Whale Watching at Stellwagen Bank
Search for humpback, fin, and minke whales in one of the world’s most active marine feeding zones.
Optional Day Trip to Boston
Cross Massachusetts Bay for a custom day in Boston — museums, dining, waterfront strolls, and historical tours.
Beach Days at Anchor
Enjoy private beach days from the comfort of your boat. Swim, picnic, sunbathe, relax, and enjoy your own floating seaside oasis.
Explore the Best of Provincetown
Visit art galleries, bike the dunes, walk Commercial Street, enjoy LGBTQ+ nightlife, shop local boutiques, or dine along the water.
Days 6 & 7: The Return Voyage to NYC
Your journey home mirrors the relaxed pacing of your trip north, with smooth cruising, New England harbor views, and plenty of time to unwind before arriving back in New York City.
Extended 14-Day Charter Option
For Travelers Wanting a Longer Provincetown, Cape Cod, or New England Exploration
For guests seeking more flexibility or deeper exploration, Monty’s Ark Adventures offers a 14-day itinerary that includes everything in the 7-day version plus extended options such as:
More Time in Provincetown
Stay docked in P-Town for up to 10 full days. Perfect for:
- Daily whale watching
- Repeated Boston excursions<
- Multiple beach days
- Dune hiking
- Nightlife and restaurant sampling
- Relaxation-focused vacationers
Add-On Destinations (Optional)
Guests may choose to extend the voyage to additional iconic New England locations, including:
- Cape Cod Bay & Truro Beaches
- Wellfleet Harbor
- Plymouth & Plymouth Plantation
- Boston Inner Harbor
- Isles of Shoals (NH/ME border)
- Block Island or Newport (RI) during return routing
The extended itinerary is fully customizable based on weather, preferences, and pace.
Full Week of Slow Cruising
With extra time, the trip becomes a blend of:
- Leisure cruising
- Exploration days
- Maritime relaxation
- Waterfront dining and culture
- Custom detours along historic New England waterways
Who This Charter Is Perfect For
- Couples or two couples seeking a unique, intimate, and unforgettable adventure
- LGBTQ+ travelers seeking a gay-owned and operated experience
- Sea lovers who enjoy long days on the water
- Adventurous travelers wanting a multi-day maritime journey
- Guests looking for privacy, flexibility, and a customizable itinerary
- Those seeking a bucket-list New York to Provincetown voyage
What’s Included
- Exclusive private vessel access
- Licensed captain
- Navigation, fuel planning, and route management
- Night 1 Connecticut waterfront B&B stay
- Custom Provincetown and New England excursions
- Water, soft drinks, and light snacks
- Harbor fees and itinerary coordination
- Optional 14-day flexibility and additional destinations
What to Bring
- Weather-appropriate layers
- Overnight bag for the CT layover
- Bathing suits, sunscreen, hats, sunglasses
- Comfortable deck shoes
- Camera for capturing epic coastline shots
- A love of adventure and multi-day ocean travel
Why Choose Monty’s Ark Adventures
A Proudly Gay-Owned Charter Company
Your captain provides a welcoming, affirming environment for LGBTQ+ travelers — and an experience tailored to your comfort and adventure style.
Expert Planning & Seamless Logistics
We handle all routing, weather planning, harbor reservations, dining recommendations, and daily itinerary adjustments.
True Maritime Adventure
This is not a typical sightseeing cruise — it's a private ocean expedition from NYC to Provincetown and back.
Booking & Availability
Because of the duration and customization of these voyages, availability is very limited.
We strongly recommend booking well in advance, especially for summer and early fall departures.
👉 Reserve Your 7–14 Day NYC to Provincetown Adventure Charter at MontysArkAdventures.com
