Private Boat Charter in Wellfleet

Four women and one girl relax on a boat, enjoying a sunny day on calm blue water.

Your Boat. Your Day.

Unlike a scheduled tour, a custom charter has no set itinerary. Whether you'd like to spend time at a quiet beach, cruise through Wellfleet Harbor, explore a sandbar, or simply relax on the water, your captain will help you choose the best destinations based on the day's wind, tides, and your interests.

Bring a cooler with your favorite food and drinks, beach chairs, umbrellas, lawn games, or a Bluetooth speaker. Whether you'd rather explore ashore, listen to music at anchor, or simply enjoy the breeze on the water, this trip is yours to enjoy.

2 hours · $525 · Up to 6 passengers included

A sandy beach with two boats, one anchored in the water and one heading out. A few people walk along the shoreline under a partly cloudy sky.

Discover Wellfleet Like a Local

Every charter is shaped by the wind and tides, so no two trips are exactly alike. Depending on conditions, your captain may recommend some of Wellfleet Harbor's hidden corners, historic landmarks, and remarkable natural places.

  • Jeremy Point – If you've ever dreamed of having a Cape Cod beach almost to yourself, this is it. Wide sandbars, quiet beaches, and beautiful harbor views create the perfect place to relax, explore, or simply enjoy your own private stretch of shoreline.

  • The Gut – A sheltered corner of the harbor where calm water often makes it the perfect place to anchor, relax on the boat, or enjoy a quiet beach day.

  • Middles – A hidden stretch of shoreline where a winding tidal creek flows through the dunes into the harbor. Quiet beaches, shifting sandbars, and abundant birdlife make it one of Wellfleet Harbor's most peaceful and magical places.

  • The Herring River Restoration – Cruise past one of the largest estuary restoration projects in the Northeast, where the return of the tides is restoring nearly 1,000 acres of salt marsh, streams, and wildlife habitat.

  • Wellfleet's "Atlantis" – Explore the site of a former fishing village reclaimed by the sea. At low tide, a beautiful sandbar emerges, creating the perfect place to beach the boat, stretch your legs, and enjoy a quiet corner of the harbor before the rising tide slowly claims it once again.

  • The Banana King's Summer House – Cruise past the summer home of Lorenzo Dow Baker, the legendary "Banana King," whose success in the banana trade left a lasting mark on Wellfleet's history.

  • Edward Hopper's Wellfleet – See the landscape that inspired Edward Hopper's watercolor Cottages at Wellfleet and experience the same quiet harbor scenery that has inspired artists for generations.

Every trip is different. Your captain will recommend the best destinations based on the day's wind, tides, and your interests.

Group of women on a boat celebrating with drinks near the ocean on a sunny day.