Depart from the dock at Chatham’s beautiful Stage Harbor on Nantucket Sound. The three-hour Cape Cod sailing charter is most popular. Longer durations are available for those who desire more time offshore. For families with young children, a two-hour trip is recommended. Other durations are available for longer days on the water. On day-trips we normally sail to the National Wildlife Sanctuary at Chatham's Monomoy Island - great birding along this 7-mile strip of barrier beach. We also offer multi-day trips to Nantucket, Martha's Vineyard and some of the region's lesser-known gems.

Guests are invited to share in handling the boat , or just sit back and relax amid nature's rhythms of wind and water. There is a six-passenger maximum. For groups of 7-12 persons, a second boat and captain can sometimes be chartered with the two vessels sailing in tandem. 


DUE TO HEALH REASONS WE WILL NOT BE OFFERING CHARTERS ON PIPE DREAM FOR THIS SEASON. YOU CAN STILL CONTACT CAPT. BOB RICE FOR SMALL BOAT INSTRUCTION.

2023 Rates:

We accept Paypal, Venmo, Cash or Check

Private Sails: This is for up to 6 passengers, There is a 2 hour minimum. $230 per hour

Private 2-Hour Sunset Sail: The entire boat is yours for up 6 passengers, This is our most popular sail. $480

10% off Charters booked for 4 hours or more

 $2500 Nantucket Overnight.  There is nothing quite like making landfall on an offshore island!  Includes sail from Chatham to Nantucket (4-6 hours), mooring and one night aboard PIPE DREAM.  

A $100 DEPOSIT IS REQUIRED FOR CHARTERS BOOKED MORE THAN A WEEK IN ADVANCE.

DEPOSIT IS REFUNDABLE IF THE CAPTAIN CANCELS THE CHARTER DUE TO WEATHER.