The Pridwin Hotel and Cottages

Stay Dates & Guests

A Boat In The Water

Fred’s Folly Boat Cruises

Enhance Your Stay With A Cruise

Set out on an unforgettable adventure aboard Fred's Folly, our classic Pridwin boat, for a cruise around Shelter Island. Whether you're sipping a cool drink, snapping photos, or simply soaking up the sea breeze, a cruise on Fred's Folly is the perfect way to experience the island's maritime magic.

A Woman Sitting On A Boat
A Boat On The Water
A Group Of People On A Boat
A Woman Sitting On A Boat
A Boat On The Water
Shelter Island From A Different View

Sip, Snack, and Relax

Glide past the picturesque shoreline and enjoy stunning views as you make your way through the sparkling waters of the Peconic. Indulge in water and light bites as you take in the charm of Dering Harbor, with its historic homes, bobbing sailboats, and timeless coastal beauty, all from the best seat in the house-on the water.

Enjoy complimentary bottled water and curated light refreshments. A selection of wine and additional menu offerings are available à la carte for purchase.

A Group Of People On A Boat
Two Men On A Boat

Boat Cruise Availability

50-Minute Daytime Cruise
Available 11am - 4pm by request

  • $150 (Public Ride)
  • $350 (Private Ride)

50-Minute Nighttime Cruise
Excursions run at 5pm, 6pm, and 7pm

  • $200 (Public Ride)
  • $500 (Private Ride)

Each boat cruise includes two guests. Additional guests ages 7 and over may be accommodated for $50 per person. Throughout your cruise, enjoy complimentary bottled water and curated light refreshments. A selection of wine and additional menu offerings are available à la carte for purchase.

Reservations Required

Please see the Front Desk to reserve your time slot. Daytime cruise times are available upon request. Nighttime excursions run at 5pm, 6pm, and 7pm.

Request Information

For all inquiries for meeting rooms, weddings or events over 10 persons, please fill out the form below.
Wedding | Request For Proposal

Wedding | Request For Proposal