Things to do in Nantucket, Massachusetts (MA): The Best Boat Tours & Water Sports

July 27, 2021 Alida England

Windswept beaches, sand dunes, blinking lighthouses and a charming pace of life await on this 50-square mile island. The world's former top whaling port is now designated a National Historic District. Leave the car and take the shuttle or bike around. Seaside cottages, old whaling captains' mansions and historic harbors contain quaint inns, boutique stores, chowder shacks and upscale dining delights. Swim, surf or load up the tackle for Nantucket's excellent striper, bluefish and bonito fishing.
Restaurants in Nantucket

1. Monomoy Charters

Excellent
83%
Good
17%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 6 reviews

Monomoy Charters

Nantucket's largest and most comfortable charter boat 40ft Custom Sportfish specializing in private charters. We can accommodate large groups. Captain Josh Eldridge Nantucket's only IGFA Certified Captain, 5th generation Native Nantucketer with over 20 years experience fishing the waters of Nantucket, Florida and Central America. Capt. Josh is an active conservationist dedicated to protecting Nantucket's essential fish habitats for generations to come.

2. Endeavor Sailing Excursions

Excellent
89%
Good
5%
Satisfactory
2%
Poor
3%
Terrible
1%
Overall Ratings

5.0 based on 65 reviews

Endeavor Sailing Excursions

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.

3. Sea Nantucket Paddle Kayak

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 4 reviews

Sea Nantucket Paddle Kayak

Sea Nantucket Paddle Sports is hosts Kayak and Stand Up Paddle Board Rentals. Conveniently located just outside of town at Francis Street Beach. Sea Nantucket is a great location to launch from to explore every aspect of the Harbor. We offer an easy Paddle to The nearby creeks and estuaries that allow a relaxing paddle while taking in the wonders of the salt marsh. Experience birds and other wildlife in their Natural Habitat. Sea Nantucket is also your go to option to explore the secluded Beaches of Coatue. The staff at Sea Nantucket is a staple of the Harbor and they are eager to meet you and ensure you will have a great time on the water!

4. ACK Sunset Sail & Harbor Cruise

Excellent
92%
Good
8%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 13 reviews

ACK Sunset Sail & Harbor Cruise

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.

5. Capt. Tom's Charters

Excellent
95%
Good
3%
Satisfactory
1%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 154 reviews

Capt. Tom's Charters

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.

6. Topspin Fishing

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
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0%
Overall Ratings

5.0 based on 12 reviews

Topspin Fishing

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!

7. ACK Surf School

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 9 reviews

ACK Surf School

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!

8. Next Level Watersports

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 8 reviews

Next Level Watersports

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!

9. Jetties Sailing Center

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 6 reviews

Jetties Sailing Center

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!

10. Paddle Nantucket

Excellent
94%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
6%
Overall Ratings

5.0 based on 16 reviews

Paddle Nantucket

At Paddle Nantucket we offer daily SUP Yoga classes, and private paddle lessons by appointment. Come learn the fundamentals of Stand-up Paddle boarding in Nantucket's beautiful and sheltered harbor; an incredible way to sea Nantucket and saturate in her beauty. Book a private sunset tour, a paddle party to celebrate a milestone event, or bring your family closer together.

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