Sailing Charters in Portsmouth NH

This summer, get a different view of the city during your visit to Seacoast New Hampshire with a sailing charter in Portsmouth. Portsmouth, located on the Piscataqua River, is a historic seaport known for its quaint downtown and thriving beer scene. Our boutique hotels are located right on the Portsmouth waterfront, overlooking the Piscataqua River, Badger Island, and Memorial Bridge. Here are three ways to get out on the water on a sailing charter in Portsmouth:

Our Favorite Sailing Charters in Portsmouth


Gundalow Company | 60 Marcy Street, Portsmouth | (603) 433-9505

Built by volunteers of the Strawbery Banke Museum in 2011, this replica of a seventeenth century cargo boat now takes passengers on tours of the river. The sailing charter offers a variety of trips from a mid-day history sail to a concert cruise with live music in the evenings. Bring a picnic and beverage of your choice along with you to enjoy this sailing charter in Portsmouth.

Isles of Shoals Steamship Co. | 315 Market St, Portsmouth | (800) 441-4620

Named for a group of small islands 6 miles off the coast of Portsmouth, Isle of Shoals Steamship Co. offers sailing charters to the islands. The islands have a long history as fishing grounds for indigenous people and landing spots for English settlers. The sailing cruise also includes a guided walking tour of Star Island, where you'll learn about the history of settlers, pirates, and the replica of Gosport Harbor, a village dating back to the early 1600s.

Portsmouth Harbor Cruises | 64 Ceres St. Portsmouth | (800) 776-0915

Take a harbor cruise on the Heritage, a historic wooden workboat now comfortably outfitted for sailing charters in Portsmouth. The 1-1/2 hour cruise has a narrated tour of the history of the harbor, with great views of several lighthouses, mansions, forts, and even a naval submarine. Just looking to relax and soak in the view? The evening and sunset cruises are for you with cocktails served on board. Wine cruises, offered monthly throughout the summer, add a little education to happy hour with a certified sommelier onboard to lead you through tastings.