Charters

Set sail along the beautiful New Hampshire and Maine seacoast with unforgettable trips designed for relaxation, exploration, and adventure. Our sailing charters offer something for everyone—from peaceful morning sails to exciting wildlife excursions. Guests can enjoy bird-watching trips, spot playful seals, and, when the season is right, keep an eye out for whales passing through the Gulf of Maine. Lighthouse tours offer a unique perspective of the historic beacons that guide ships along the rugged coastline, while our relaxing sails allow you to simply sit back, breathe the ocean air, and enjoy the rhythm of the sea.

We also offer scenic trips to the historic Isles of Shoals, a favorite destination known for its charming islands, rich maritime history, and stunning ocean views. Weather permitting, guests may even stop for a refreshing swim in the clear coastal waters. For those looking for a bit more action, drop a fishing line and have the chance to catch local species while enjoying a day on the water.

In addition to our guided experiences, we provide convenient transportation by boat to the Isles of Shoals and many other seacoast destinations including Little Harbor in New Castle, NH. Whether you’re planning a relaxing day sail, a wildlife viewing trip, a fishing adventure, or a simple ride along the scenic coastline, each trip is a unique and memorable way to experience the beauty of the New England seacoast.

Relaxation / Leisure Sails
Whale Watching Trips
Lighthouse Tours
Sailing Lessons
Beach & Swimming Trips
Isles of Shoals Excursions
Seacoast Transportation Trips
Bird Watching Charters
Seal Watching Trips
Custom Private Charters

Our Sailing Destinations

The Isles of Shoals

Sailboat charters, trips, and lessons. Visit the Isles of Shoals, lighthouses, and whales. Sailing from Rye, New Hampshire.

Visit the Isles of Shoals aboard the Sailing Vessel Persistence. The Isles are located off the New Hampshire and Maine coast and consists of 9 islands: Appledore, Star, Smuttynose, White, Lunging, Cedar, Malaga, Seavey and Duck Island. We set sail out of Rye Harbor, Rye, NH and we have our own protected mooring in Gosport Harbor near Star Island. Fishing, Swimming, Tours and Cookouts are available.

Explore the nine Island cluster just 5.5 miles from Rye Harbor. See sheer rock cliffs and the lighthouse on White Island. See marine life that may include seals, birds, and maybe whales. Learn the history of events that took place on the islands including murders, pirates, and buried treasures. A stop at GosportHarbor and a trip to shore may be arranged or visit Celia Thaxter's famous garden on Appledore when time and conditions permit.

See marine life that may include Seals, Birds, Fish, Osprey, Dolphins and Whales

Learn the history and stories of the Isles of Shoals:

Murders
Pirates and Buried Treasures
See the foundations of a once thriving community
Visit Celia Thaxters garden

Come and enjoy the NH/Maine Seacoast with Captain Rick Philbrick

Rates

Charter Specials:

Up to 4 People for 3 Hours Total $550.00*
Up to 4 People for 5 Hours Total $ 800.00*

* Isles of Shoals tours included when conditions permit
* Add additional Hours at $100.00 per hour.

Each Child Must be accompanied by an adult and wear a PFD (Personal Floatation Device).

Lessons:

We offer two lesson options:
1. A single, one person 3 hour learn to sail lesson at $400.00.
2. You may bring one additional person for an additional $150.00.

Call with any question and we will see if we can make a customized package.

Weather:

All trips are weather permitting.

Our Sailing Destinations

What People Say

Sally B.

Our private charter with Sail New Hampshire was incredible. Everything was easy, the boat was beautiful, and it ended up being one of the best days I’ve had in a long time.

Joseph S.

Fantastic experience! Easy booking, great captain, and an unforgettable day on the water. Highly recommend Sail New Hampshire!

John H.

We had an amazing experience !

The private charter was seamless from start to finish, and the day on the water was absolutely perfect. Highly recommend!