10 Outdoor Activities in Nantucket That You Shouldn't Miss

Experience a relaxing, private Nantucket sunset sail or harbor cruise with your friends and family. Sailing charters and harbor cruises are available from May through early October. We can accommodate up to 13 people aboard our 45’ Philip L. Rhodes classic sailboat, and up to 17 guests on our 26' Old Port Launch. Guests may bring food and drinks on board to enjoy during the charter.

Nantucket Walkabout is Nantucket's only year-round guided natural history hiking service. We pick you up in our air-conditioned van downtown and drive out to the trailhead. Hikers will gain a clear understanding of how the last glacier formed the island 21,000 years ago, how wildlife and plants populated Nantucket and learn about conservation efforts, and the first humans to live on the island.

Capt. Tom's Charters has been fishing the Nantucket waters for more than 40 years, specializing in light tackle spin casting and fly casting. People of all experience levels from novice to expert, have a unique experience fishing with Capt. Tom's Charters. We cater to individuals, families and larger groups, creating memories and memorable experiences that will last a life time.

Private fishing charter company based out of Nantucket Island, Massachusetts. We specialize in inshore and offshore sport fishing. Available for harbor cruises as well. Species include (but isn’t limited to) striped bass, bluefish, fluke, black Seabass, bluefin tuna and sharks. This is a great addition to your Nantucket vacation. Book today!

ACK Surf School is Nantucket’s most personal surfing experience on-island. Owned by Gaven Norton, a local surfer who was born and raised on the beaches of Nantucket, ACK Surf provides its' students with a true Nantucket surfing adventure. We offer private and group lessons, along with rentals. All equipment is provided for the full surf experience!

Fishing is fun but catching is better! Captain Pete Kaizer—for many years one of the most highly regarded tuna fishermen on the Eastern Seaboard—now uses his considerable talents onboard his sport fishing boat the Althea K. From kid friendly trips, to full day sport fishing excursions, Captain Pete guarantees every trip on the Althea K will be an adventure to be remembered.

Captain Jim has been has been offering sailing excursions in Nantucket Sound aboard Endeavor for 38 years. Featured in numerous publications, the Endeavor operates from May-October. Private charters are perfect for families, celebrations, photo shoots and corporate outings. You can even bring your dog on board a charter. If you choose to go with others, per person fares start at $80/person. Reservations are strongly suggested. We are conveniently located right on the dock at Straight Wharf. Bring along refreshments and enjoy one of Nantucket's most popular activities.

Meet Nantucket Bike Tours! Our team has designed safe, memorable, guided bike experiences for all ages and abilities. Based right in town, guests can easily walk to our starting location and be fit with a comfortable bike and helmet. We will then head out on a 2-3 hour tour of the island. Our classic tours include a Town Adventure, Sunset Tour, Spin to Scionset, and the To the Brewery Tour. We also offer custom tours for special events or interests. Nantucket is best seen by bike!

The ultimate water activities designed for fun for the whole family. Take a step outside of your comfort zone with a kiteboarding lesson or see what it is like to fly while learning to eFoil. From wakeboarding and tubing to action-packed weeks of Summer Watersports Camp on Nantucket, our certified instructors are the best in the business with years of experience and a true passion for teaching the sports they love. Join us for a day of fun on the water as you learn new skills and experience The NLW Difference. We take any day on the water to the Next Level!

Jetties Sailing Center, which is run by Nantucket Community Sailing, offers rentals of SUP paddle boards, kayaks (single & double), and windsurfers. The Jetties Sailing Center also offers sailboat rentals in a variety of sizes and models. If you don't know how to sail, the Jetties Sailing Center also offers private sailing lessons in Rhodes 19s, Marshall Cat 15s, Sunfish, windsurfers, Lasers, the Hobie Getaway (and 420s per the Program Director's discretion)! Here's some background information about our organization: Nantucket Community Sailing actively supports the local community by offering youth scholarships and outreach programming. In 2017 we provided $81,500 in sailing scholarships and free community outreach programs. Nantucket Community Sailing additionally sponsors the Nantucket High School Sailing Team and works closely with many local non-profits to offer free sailing and water sports activities to youth and adult members of the Nantucket community!