New York City · HAMPTONS & LONG ISLAND TOURS

9 Hamptons & Long Island Tours Worth Booking

9 tours  ·  from $148 a head

This is the shortlist you would send a friend: 9 hamptons & long island tours worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Hamptons, Sag Harbor & Outlet Shopping, 1-Day Tour from NYC - Duck Walk Vineyards and the included tasting
1-Day Tours, Hamptons & Long Island Tours, NYC Harbor & Skyline Cruises, Shopping Tours, Tour Reviews, Tours

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

Long Island Wine and Food Day Trip with Sommelier host from NYC - Pellegrini Vineyards: production, views, and a modest tasting room
1-Day Tours, Food, Food & Drink, Hamptons & Long Island Tours, Tour Reviews, Wine Tours

Long Island Wine and Food Day Trip with Sommelier host from NYC

Hamptons Private Day Trip from New York City - Southampton: shops, cafes, and expensive addresses
1-Day Tours, City Tours, Hamptons & Long Island Tours, Private, Tour Reviews

Hamptons Private Day Trip from New York City

4.Hamptons Private Day Trip from New York City

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

Review of a private Hamptons day trip from NYC, with Southampton, Sag Harbor, Montauk, winery options, pricing, timing, and practical tips.

“Long day 12+ hours. Ronald was professional, very informative, and accommodating for seeing various sights that we were interested in.”

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NYC: Long Island Sommelier-Guided Wine Tasting Tour - The first winery: food, wine, and time to ask questions
Food & Drink, Guided, Hamptons & Long Island Tours, Tour Reviews, Tours, Wine Tours

NYC: Long Island Sommelier-Guided Wine Tasting Tour

Private Beach Fire Montauk - S’mores, water, and what you need to bring
Hamptons & Long Island Tours, Private, Tour Reviews

Private Beach Fire Montauk

6.Private Beach Fire Montauk

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

Review of Montauk’s private beach fire at Kirk Park Beach, with attended flames, luxury chairs, s’mores, practical tips, and honest drawbacks.

“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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Private Yacht Charter in The Hamptons, Montauk or Sag Harbor - What You See Along the Hamptons Shoreline
Cruises & Boat Tours, Hamptons & Long Island Tours, NYC Harbor & Skyline Cruises, Private, Sailing, Tour Reviews

Private Yacht Charter in The Hamptons, Montauk or Sag Harbor

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

★★★★★★★★★★5.0 · 10 reviews

Cruise Sag Harbor, Montauk, and the Hamptons on a private yacht with a captain, water toys, and room for up to 10 people.

“This trip was amazing. Our captain Carter and our steward Sydney made it really special for our whole family. Sydney really got our little ones included in the fun which made the trip. It was so nice we booked another charter later in the week.”

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Captain Steve's Sailing Experience on Long Island - Sailing Into Long Island Sound
Cruises & Boat Tours, Hamptons & Long Island Tours, Sailing, Tour Reviews

Captain Steve’s Sailing Experience on Long Island

8.Captain Steve’s Sailing Experience on Long Island

★★★★★★★★★★5.0 · 10 reviews · 2 hours (approx.)

Sail Manhasset Bay and Long Island Sound with Captain Steve, spotting Gatsby-era mansions, lighthouses, City Island, and the NYC skyline.

“This was a five star experience all around. From the beautiful boat to the amazing views of Kings Point, City Island, Hart Island, New Rochelle and NYC. From the second we stepped on the boat Captain Steve greeted us with a warm welcome that made us feel instantly comfortable. He was so attentive throughout the entire trip and had both of my nieces involved with the sailing. He is one of the most friendly, chatty and chill guys I've ever met which definitely made our sailing experience so much fun and relaxed. The weather was perfect, a sunny afternoon on a beautiful boat with the friendliest captain in the world...…”

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The Hamptons and Long Island Wineries Private Tour - Southampton, from village shops to Billionaires Lane
Hamptons & Long Island Tours, Private, Tour Reviews, Tours

The Hamptons and Long Island Wineries Private Tour

9.The Hamptons and Long Island Wineries Private Tour

★★★★★★★★★★4.5 · 7 reviews · 12 hours (approx.)

Spend 12 hours exploring Southampton, Sag Harbor, the North Fork, and Long Island wineries with private transport from New York City.

“Scott was a great host! Very accommodating, timely, extremely knowledgeable, efficient and patient. Our group spent an amazing day out in Southampton, Sag Harbor and the North Fork. I will definitely book this trip again next summer.”

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