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Montauk Boat Rentals: Surf and Vintage Seaside Charm

An Adventure of Your Own Design

The best way to enjoy every Hamptons destination is to reserve a private boat rental in Montauk with a great captain who knows their way around these New York waters. Boat rentals can make all the difference in elevating your quality of time here, especially if you’re planning a full itinerary of activities for one fabulous summer weekend hopping around The Hamptons.

Get the most out of Montauk in a Yacht Hampton’s boat

Your captain will recommend great new places to try and can guide you to any local favorite beach or local Montauk spot you may or may not have heard about. Get a text or last minute call from a friend that wants to meet on the water? That’s the beauty of having private boats at your disposal; guests can decide they want to head to Shelter Island or Sag Harbor for the day—and a Montauk boat rental with an opening can be John-On-The-Spot, at your service.

Find a boat with a knowledgable captain

What’s so great about Montauk

Montauk is home to one of the oldest lighthouses in New York State, where hiking trails crisscross foaming surf beaches, and musicians like Willie Nelson and Courtney Love sip cocktails and strum guitars at the achingly trendy Surf Lodge. With your Montauk boat rental, you can explore the wilds and enjoy the wilder side of Montauk and its neighboring hotspots as you hop around the much-loved South Fork. There is no better way to enjoy your time than to design your beach-bound getaway from beginning to end.

The hiking trails of Montauk

A Montauk Sunrise At The Lighthouse

If you start your expedition from Sag Harbor early enough, and head out to the grand lighthouse on Montauk Point, you can catch the sunrise where George Washington commissioned this centuries old lighthouse. Step ashore, and climb the 137 steps on the other side of the lighthouse, where you will be greeted with an epic panorama view of the Atlantic. This is a choice place to experience a stunning sunrise or sunset at “the end” of New York.

Sunset in back of the Lighthouse on a warm summer night

Shelter Island–Another Montauk Charter Must-See Destination

Another New York gem only a short cruise from Montauk is Shelter Island. Make room in your weekend (or find time to stay a little longer ) as you’ll want to explore 11-mile island which is part protected nature sanctuary draped in green, but also a haven of luxury. Secluded sands abound on Shelter Island, making it the perfect place to make a quick escape for a cool dip in its blue waters. After toweling off, grab a table at Sunset Beach restaurant and toast a magnificent day with a glass of lovely rose’, or a refreshing Long Island ice tea. Shelter Island is another top ocean-front sunset spots.

Beautiful Shelter Island is a haven of luxury


Enjoy a cocktail at Sunset Beach

Surf And Seawater Spas

Next stop on your Montauk boat charter, just two miles east of Montauk, you’ll cruise up to the surf mecca sands of Ditch Plains. Boats are the move here as only those with a residential sticker can park, and docking your boat will likely be less than the price of a parking ticket. (You’ll find New York parking prices everywhere and be very happy you’re not doing everything by car.) Here, you can book a surf lesson for the whole family or just have the family fully enjoy watching you hang ten out on the rolling waves.

Ditch the car and find a charter to Ditch Plains

Not Your Baby’s Water Toys

You’ll find that your Yacht Hampton Boat Rental has a collection of the latest and greatest water toys to please their guests, so we highly recommend taking advantage of any time out on the bay for a little water sports. Adding SEABOB and wakeboarding time, or trying to hang that ten on a new electric surfboard, will make memories you will enjoy for years to come.

It’s SEABOB time on the water


Take a stand—on a new electric surfboard

Gurney’s Resort treats Montauk Guests Like Royalty

After a day of summer play out on the water, slip back to the sugary stretch of sand, plump daybeds, and hand shaken cocktails at Gurney’s Montauk Resort and Seawater Spa. Please note, when ordering a seaweed wrap, it will not be something to eat, but a scrumptious treat for your body, especially when garnished with a deliciously relaxing massage overlooking the ocean.

Find luxurious daybeds and day spas at Gurney’s

A few precious hours at Gurney’s Seawater Spa, followed by free flowing champagne and an entire afternoon spent relaxing at the beach club is enough to make any Montauk weekend a success. You’ll find a great many Hotel spas here, making Montauk a perfect destination for a bachelorette boat party.

Montauk is the Perfect Home Base for Bachelorette Boat Parties

Design the day starting early afternoon with a cruise to find a beach (your captain will know right where to go) for a bit of sunbathing. Toast and post—and text jealous friends who wish they where there—and then return to shore for that spa treatment. You know the family would like to get the selfie of the bride with all the bachelorettes smiling through mint green or marvelous mud face masks. Wrap up the day with a sunset cruise, but only after you shop to find some fun bridesmaid trinkets. Montauk is a great destination station for shopping.

A bachelorette dream weekend

Shop For Designer and Vintage Goods

Stop into Ralph Lauren and pick up some sweets nearby in his daughter Dylan’s Candy Bar. Espadrilles and sailor inspired fashion can be found at Tauk and Share with Montauk. Haven is the place for rare Brazilian jewelry. At Melet Mercantile you will find all kinds of treasures from Bob Melet, the man who used to oversee vintage buying at Ralph Lauren. Looking for that perfect vintage find? Head to Screaming Mimi’s, who also boasts flagship stores in Tokyo and Manhattan. There you are sure to find a hardly, if ever worn, celebrity vintage gown or perhaps an Hermes scarf from an old New York Estate that will be brand new for you. Nice…

Find rare brazilan jewelry at Montauk’s Haven


Vintage shops carry treasures from the rich and famous

Yea It’s Time for Dinner at Duryea’s

Climb aboard your Montauk Boat Charter and arrive in style at the trendy white linen wonder of Duryea’s for a fresh seafood supper with stunning views across Fort Pond Bay. The lobster rolls here are divine or opt for the family clam bake and a bottle of vintage chilled champagne.

There’s always time to dine at Duryea’s


Roll with an overstuffed Hamptons lobster roll

Montauk Lights Up With Nightlife

After dinner, you can find plenty of action, either at the Regent Cocktail Club where an after-hours fire pit is always glowing and the rum is always flowing, or down at the vibrantly young Surf Lodge where celebrities escaping the New York City rush can be found lingering well into the night.

Soak in the ambiance around an after-hours fire pit


Surf Lodge is an insider’s summer haven

Dazzling Hamptons Side Trips

The freedom you get when you secure any one of Montauk boat rentals’ fabulous vessels perfectly positions you to explore Long Island’s surrounding coast. Head down the waterway to East Hampton and you will see how this colonial style farmstead has turned into one of the glitziest playgrounds in the state of New York. You can easily spend a day in Sag Harbor, an enchanting historic village with plenty of seaside charm, and Sag Harbor has some of the best spots to dine in The Hamptons.

Where to Find the Best Beaches

If you’re looking for a cool Hamptons beach brimming with the hottest people, head for Flying Point Beach or the oh-so-chic beach of Sagaponack. Coopers Beach in Southampton is forever earning points for being utterly alluring with its wide wedges of floury sand and bright blue sea.

The floury sand drifts of Coopers Beach

Main Beach is Another Main Destination

Main Beach in East Hampton is another sweet spot where it feels like the world has stopped to relax and kick back. Find a local eatery to pack you a picnic and then find a spot to call your own. There’s nothing better to do in all of Long Island than having nothing to do on a beautiful Long Island beach.

Tangled Vineyard Tours

Another inspired option is to expand your summer adventure with a food and wine tour. This part of New York is home to some of the most beautiful sophisticated vineyards and cellar doors you will find outside of California’s Napa Valley.

Make your way to Wolffer Estate Vineyards. Here you will find glorious gardens brimming with tangled vineyards and a fine wine tasting room. The Martha Clara Vineyards is another pristine place to sip the sweetest wines, especially if you can charter or take a ride up to the North Fork. In their intimate loft space, you will taste the best of their barrels matched with an array of delicious food from their kitchen, such as ripe gourmet cheeses, artisanal crackers, and the most melt-in-your-mouth chocolates.

Gorgeous gardens surround Wolffer Estate Vineyards


Martha Clara Vineyards

Your Memorable Summer Holiday Along the Coast

Montauk is the perfect choice around which to center your Long Island vacation. The restaurants in Montauk are top notch, the days exciting, and Montauk is notorious for its nightlife that attracts the rich and famous. It’s the place to be so book your Yacht Hamptons Boat Rental now, and we promise smooth sailing for your incredible summer ahead.

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