The 8 Hamptons Tours That Are Worth the Money

1.Hamptons, Sag Harbor & Outlet Shopping, 1-Day Tour from NYC

★★★★★★★★★★4.0 · 190 reviews · 11 to 13 hours (approx.) · from $179Our pick

Leave Midtown Manhattan at 6:30 am for an 11 to 13 hour trip through the Hamptons. Expect a beach stop, time in Southampton and Sag Harbor, a tasting at Duck Walk Vineyards, and outlet shopping. Transport is by van or coach, and guide assignments vary. Lunch and purchases are extra.

“Enjoyed lunch at Sag Harbour and free time in Southampton. The tour guide pointed out a lot of interesting things along the journey. I would have enjoyed more time in Sag Harbour and Southampton or seeing another town then going to the outlet mall.”

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2.Hamptons, Sag Harbor, and Outlet Shopping Day Trip

★★★★★★★★★★4.5 · 141 reviews · 14 hours · from $179

Leave Manhattan by air-conditioned bus or van for a 14-hour guided trip through Southampton and Sag Harbor. See oceanfront homes from the road, stroll village streets, taste wine at a Southampton winery, and finish at Tanger Outlets. Lunch and other food are not included. Tours are offered in six languages.

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3.Hamptons Private Day Trip from New York City

★★★★★★★★★★5.0 · 33 reviews · 12 hours (approx.) Top rated

Ride from your New York City pickup in a private minivan to Southampton, Sag Harbor, Wolffer Estate Vineyard, East Hampton, and Montauk. Your driver-guide can shape the day around your interests. Expect a long outing, roughly two hours of driving to the Hamptons, and extra charges for meals and wine tastings.

“The client needs to add hotel info - a courtesy email may help for those techncally challenged and unable to read due to ADHD - our fault, we agree. My friend read we needed to enter hotel data - otherwise we would have been SOL. The driver was kind and safe. We wish him and his family well.”

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4.Private Beach Fire Montauk

★★★★★★★★★★4.5 · 13 reviews · 3 hours (approx.)

Spend three hours at Kirk Park Beach, from 7 to 10 p.m., with a fire built and tended by a Hampton Beach Service attendant. Your group gets adjustable canvas-and-oak chairs, a side table, bottled water and s’mores. Bring dinner and any alcohol you want, since neither is included, and pack warm layers for the beach after dark.

“This was such a fun event! The team setup a bonfire for 60 of us to enjoy the evening after a surprise engagement. They handled everything and took care of all the guests. I cannot recommend them enough.”

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5.Private Yacht Charter in The Hamptons, Montauk or Sag Harbor

★★★★★★★★★★5.0 · 10 reviews

Set out from Sag Harbor with a captain for a private 2 to 4-hour cruise around Sag Harbor, Montauk, and the Hamptons. Choose from a fleet of boats and yachts, with water toys such as paddleboards and Sea Bobs offered. Some vessels may suit family outings, celebrations, or a relaxed cruise; confirm what is included with your selected boat.

“Our friends' group had a blast with Yacht Hampton! The Boat Club offered a variety of vessels to fit our needs, and the team's enthusiasm was contagious. We enjoyed water sports and leisurely cruises, creating a perfect balance of excitement and relaxation. Yacht Hampton is our go-to choice for future adventures!”

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6.Boat or Yacht Rental in Sag Harbor, The Hamptons, or Monatauk

★★★★★★★★★★5.0 · 5 reviews

Set out from Sag Harbor on a private four-hour boat or yacht charter for up to eight people. Choose from vessels ranging from a 22-foot Bayliner to a 57-foot Okean, then plan a cruise, swim stop, or sunset outing with the captain and crew. Captain Alex is one captain named by past clients, but availability is not guaranteed.

“Renting a boat through this service was a fantastic decision. The yacht was a masterpiece of craftsmanship, offering both luxury and practicality. The crew's expertise and friendliness added to the overall enjoyment of our journey. Hampton's coastline was a revelation, with its rugged beauty and tranquil spots. This day was a perfect blend of indulgence and natural wonder.”

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7.Montauk Mashup Scavenger Hunt

★★★★★★★★★★3.5 · 4 reviews · 2 hours (approx.)

Start at Hampton Coffee Company, then follow a digital quest through Montauk with a live remote host sending clues and challenges. Walk or drive between indoor and outdoor checkpoints, share photos by text, and involve locals if you like. It lasts about two hours, welcomes families and dogs, and ends where it begins. Hosts have included MaryAnna.

“To say that this was a waste of money and time is an understatement. The scavenger hunt was silly, the cost was ridiculous. There are so many fun options in Montauk. This isn’t one of them.”

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8.The Hamptons SeaBob and Water Toy Excursion

★★★★★★★★★★5.0 · 3 reviews

Set out from Sag Harbor with a private group of up to 12 for about four hours on the water. Try a SeaBob, electric surfboard, wakeboard, paddleboard, tube ride, or floating lily pad, with instructors on hand. The listed price is $4,690 per group and includes $300 in fuel.

“Renting a boat through this service was a decision we'll cherish. The vessel was a marvel of modern design, offering comfort and sophistication. The crew's expertise and friendly demeanor ensured a seamless and delightful trip. Hampton'Read more”

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