Discover the Best Boating Experiences in Montauk This Summer

Labor Day is fast approaching, signaling the official end of summer. But don’t pack away those swimsuits just yet! The Hamptons offer some of the best boating experiences to help you soak up the last rays of the season. From casual catamaran cruises to intimate sailing adventures, here’s how you can make the most of these final summer days on the water.

Top Boating Experiences in Montauk

1. The Montiki

For an experience that feels custom-tailored, look no further than The Montiki. This BYOB and bring-your-own-food catamaran out of Montauk offers a uniquely personal adventure. Inspired by traditional Polynesian designs, these eco-conscious vessels are the largest US Coast Guard certified sailing vessels on Long Island.

  • Activities: Enjoy a day sail, swim with included SUP paddle boards, or opt for a sunset cruise.

  • Capacity: Perfect for groups of 1 to 100 passengers.

  • Our Take: Whether it's the midday swim or a sunset sail, you're in for a memorable time.

2. Easy Breeze Cruises

For those who prefer a straightforward, ticketed experience, Easy Breeze Cruises is an ideal choice. While they have a cash bar and don’t allow personal food or drinks, the onboard amenities more than make up for it.

  • Experience: Relax with lake and ocean views from either the indoor bar/lounge or topside outdoor bar/deck.

  • Duration: 2-hour tours

  • Our Take: A fun, hassle-free way to get out on the water in Montauk!

3. Sail Montauk

For something more intimate, Sail Montauk offers private sailing charters perfect for smaller groups of up to six people. Experience the thrill of a real sailboat with a US Coast Guard licensed captain at the helm.

  • Activities: You can lounge with a beverage or try your hand at sailing.

  • Inclusions: Cooler with ice & waters, cups, a Bluetooth speaker, and even pool noodles for water fights.

  • Duration: Choose between 2 and 3-hour charters, including options for swimming, family outings, and sunset sails.

  • Our Take: The open seas and a personalized soundtrack make for an unforgettable outing.

Local Tips for Boating in the Hamptons

The calm waters of Lake Montauk make it an ideal starting point for all your boating adventures. Don’t miss the chance to end your boat trip at one of Montauk's local restaurants for a delicious meal. While there are plenty of options available in the area, the selections above are the ones we return to year after year.

With Labor Day around the corner, now is the perfect time to experience the best boating the Hamptons have to offer. Whether you're looking for a lively group outing or a quieter, more personalized experience, these Montauk options guarantee a memorable day on the water. Book your adventure today and make the most out of what's left of this glorious summer season!

For more insider tips on visiting the Hamptons, download our free guide linked below: