What to do and see in Montauk, New York (NY): The Best Boat Tours & Water Sports

September 29, 2021 Malia Yoakum

A 200-year-old lighthouse serves as a beacon for the Long Island town of Montauk, where fishing, beachcombing, kayaking and surfing vie for your attention. Pack a camera and binoculars for seal watching walks in Montauk Point State Park during the winter. Second House, a 1700s cottage built for East Hampton shepherds, adds to the local history. Summer season brings live music to the town's pubs and cafes. Hither Hills State Park provides access to ocean swimming, a 40-acre freshwater pond and camp sites.
Restaurants in Montauk

1. Sailing Montauk's Catamaran Mon Tiki

Excellent
94%
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4%
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1%
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5.0 based on 199 reviews

Sailing Montauk's Catamaran Mon Tiki

Sailing Montauk presents Mon Tiki Largo—a US Coast Guard Certified eco-conscious catamaran inspired by traditional Polynesian double-canoe designs. Come aboard for one of our daily scheduled sailing trips, or use your imagination to create your own special seafaring adventure. No experience is necessary, and all ages are welcome! Mon Tiki is the only US Coast Guard certified sailing vessel operating full-time in Montauk. We offer both "walk-on" daysailing and sunset cruise and private charters for groups of any size. Let's go sailing!

2. Sail Montauk

Excellent
98%
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5.0 based on 172 reviews

Sail Montauk

Step off the dock and onto one of our private sailboats for an exhilarating sail on the waters of Montauk. Take the tiller or just sit back and relax; we'll make your sailing experience one of a kind. Get a Taste of Sailing with our private 2 hour sails, or spend some more time on the water with a Sail & Swim package. Book a Private Lessons will help you fine tune your skills. If you're just looking to relax, come aboard for a private Sunset Sail with the best views in Montauk, perfect for sweethearts and groups of friends. No matter what your level of experience, create ever lasting memories when you Sail Montauk.

3. Blue Fin IV

Excellent
92%
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Poor
8%
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5.0 based on 12 reviews

Blue Fin IV

Have great family fun and catch fish for the grill in a beautiful fishing venue. Great corporate entertainment. My family has been making clients happy for over 65 years. Well known locally built custom built boat for maximum comfort.

4. Weejack Charters

Excellent
96%
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4%
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5.0 based on 24 reviews

Weejack Charters

State-of-the-art fishing charter boat for friends, family, and corporate outings. Catch huge shark, bass, tuna or enjoy a tour of Montauk's beautiful waters and fabulous sunsets.

5. Double D Charters

Excellent
100%
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5.0 based on 93 reviews

Double D Charters

Double D Charters specializes in fishing for all species in season. Striped Bass, Shark, Tuna, Fluke, Sea Bass you name it. Montauk is a town with a rich fishing heritage and a trip to Montauk without taking a fishing trip would be a mistake. Accommodating from 1-15 passengers.

6. Blue Crush Charters

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5.0 based on 14 reviews

Blue Crush Charters

Montauk fishing charter boat. Montauk is known as one to the best fishing destinations in the world. Blue Crush Charters specializes in Striped bass, fluke, Black sea bass, tuna and shark fishing trips. We cater to all levels of fisherman and provide everything you need to catch fish.

7. Susie E II Sportfishing

Excellent
94%
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Terrible
6%
Overall Ratings

5.0 based on 35 reviews

Susie E II Sportfishing

Susie E II provides fishing charters out of Westlake Marina in Montauk with world class sportfishing just 15 minutes from the dock. Available for full or half day fishing from 1 - 14 passengers. Catch Striped Bass, Bluefish, Fluke and other bottom fishing inshore; offshore trips for Shark and Tuna. A trip to Montauk is not complete without a day on the Susie E II!

8. Mtk Cruises

Excellent
92%
Good
6%
Satisfactory
1%
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5.0 based on 149 reviews

Mtk Cruises

Mtk presents Tomoka, a 40' USCG inspected tour vessel for 33 people. Tomoka will guide you through the history of Montauk harbor till present day, then off to circle our 900 acre lake that is part of the harbor. We also offer paddle board tours as private charters. Bring your beverages and food.

9. Montauk Parasail

Excellent
99%
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5.0 based on 72 reviews

Montauk Parasail

Montauk Parasail is located on the eastern most tip of Long Island and is the summer destination of many. Come unwind and enjoy this scenic area filled with restaurants, hotels, whale watching, and water sports such as parasailing! Take a private charter and see the sunset or sunrise, or dare yourself to enjoy our high ride parasailing over the beautiful Montauk waters. Montauk Parasail is located at Star Island Yacht Club. There is a Free Hop-on, Hop-off bus service that rides the Montauk Loop and stops daily every 30 minutes at 10 key stops in Montauk! One of those stops is the Montauk Yacht Club right across the street so pop on over! Parasailing is for all ages, and you can stay dry or choose to get wet, the adventure is up to you!

10. Alyssa Ann Sportfishing

Excellent
99%
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5.0 based on 212 reviews

Alyssa Ann Sportfishing

Sportsfishing Montauk since 1971, we are family owned and operated 6 passenger Sportsfishing vessel specializing in inshore/offshore fishing between the months of May through November.

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