Discover The Hamptons: A Self-Guided Tour

8 h 30 min Free cancellation Private tour

Discover The Hamptons: A Self-Guided Tour, photo 2 — Photos: the activity supplier, via Viator

About this activity

Discover the legendary Hamptons on this self-guided tour through the oceanfront villages along the South Fork of Long Island. For centuries, these shores have drawn artists, writers, and presidents, yet the Hamptons remain rooted in a quieter history of Shinnecock native peoples, settlers, and whalers. Begin in Southampton, where white-columned estates line lanes, then drive east through farm stands and vineyards between the glamorous towns. Explore Sag Harbor's whaling heritage, stroll the tree-canopied main street of East Hampton where windmills from the 1600s still stand, and continue to wild Montauk, where a lighthouse has guarded the Atlantic since George Washington authorized its construction in 1796. Along the way, encounter world-class beaches, art museums, and nature preserves that make the Hamptons far more than a celebrity playground. This tour reveals the authentic character beneath the glitz — a place shaped by the sea, the land, and 4 centuries of American stories.

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At a glance

Duration: 8 h 30 min
Confirmation: Instant confirmation
Ticket: Mobile or paper ticket accepted
Group: Your group only
People per booking: 1–15
Audio guide: English
Written guide: English
Operated by: CloudGuide S.L

Ages: Adults (17–64 years)

What is included

Included

Included: Self-guided walking tour, fully on the app — explore at your own pace
Included: NO live guide or rental equipment provided — please bring your own smartphone and headphones
Included: Digital Map: GPS coordinates for every stop with navigation support
Included: 40 narrated stops from Westhampton to Montauk and beyond

Not included

Not included: Private transportation
Not included: Admission fees, live guide, headphones, transport, parking, food/drinks, internet access and rentals

Itinerary

Parrish Art Museum

Passing by

Pass by the Parrish Art Museum in Water Mill, the East End's premier art institution, known for its collection of works by artists who lived and worked in the Hamptons, including William Merritt Chase and Fairfield Porter.
Cooper's Beach

one hour

Cooper's Beach is one of the most beautiful stretches of sand on the Eastern Seaboard, consistently ranked among the top beaches in the United States. Alongside it runs Meadow Lane, one of the most expensive addresses in the country.
Wolffer Estate Vineyard

Passing by

Wolffer Estate Vineyard is, by almost any measure, the premier winery in the Hamptons - a stunning fifty-five-acre property that has done more than any other to put Long Island wine on the international map.
Sag Harbor

1 h 30 min

Sag Harbor is one of the most enchanting small villages on the Eastern Seaboard - a real place with deep roots, genuine character, and a soul forged by centuries of remarkable whaling history.
Pollock-Krasner House and Study Center

Passing by

The Pollock-Krasner House and Study Center in Springs preserves the home and studio of Jackson Pollock and Lee Krasner, two towering figures of twentieth-century art who lived and worked here.
Guild Hall

one hour

Guild Hall is the cultural heart of East Hampton. Since 1931, this Main Street building has served as gallery, theater, and community gathering place, establishing the village as a genuine cultural destination.
Main Beach

one hour

Main Beach in East Hampton is an icon - considered by many the most famous beach in the Hamptons and a strong contender for the most famous in the Northeastern United States.
Montauk Point Lighthouse

Passing by

At the easternmost tip of Long Island stands the Montauk Point Lighthouse, one of the most iconic structures in New York State, where history, natural beauty, and raw oceanic power converge.
Ditch Plains

one hour

Ditch Plains is the most famous surf beach in the Hamptons, where East Coast wave-riding culture meets the salt-sprayed energy of Montauk.
Shelter Island

one hour

Shelter Island sits in the middle of Peconic Bay, nestled between the North and South Forks like a hidden gem, and is home to the vast Mashomack Preserve.

Meeting point and pickup

Everyone meets at the meeting point.

Meeting point

This is a self-guided app-based tour with no in-person guide or fixed meeting point. Your access code is already on your ticket (below the barcode) — enter it in the CloudGuide app to start at the suggested location, or any stop on the route, in the order that suits you best.

End point

This is a self-guided app-based tour with no in-person guide or fixed meeting point. Your access code is already on your ticket (below the barcode) — enter it in the CloudGuide app to start at the suggested location, or any stop on the route, in the order that suits you best.

Using your ticket

INSTRUCTIONS

1 – Download the CloudGuide App

The first step is to install the CloudGuide app. The app can be found under the name CloudGuide in the app stores (iOS and Android). You can also get our app here: cloudguide.me/get. Review how to use: cloudguide.me/l/howtouse_en_web.

2 – Get the guide

Once downloaded, open the app. Click "I HAVE A CODE". Type using the keyboard or paste the code that can be found above your ticket on the left, just below the barcode (a 12-digit number starting with “A”, one code per visitor).

Click "START TOUR". You can pre-download or use your guide in streaming. Once activated on your phone, the guide grants access to content for the following 30 days.

3 - Go to the starting point

When you're ready to start the guide, head to the suggested starting point (or feel free to customize the order of your tour).

4 - Need help?

If you have any issues with access codes or in-app purchases, please contact us at [email protected]. We have also prepared a list of the most common issues and the ways to solve them: cloudguide.me/l/issues.

5 – Didn’t receive your code?

If you haven’t received your access code (a 12-digit number starting with “A” — one code per visitor), please contact us at [email protected]. Be sure to include your booking number and the name of the tour, and we’ll assist you as soon as possible.

TIP: Having troubles? Apps and phones aren’t perfect. Sometimes they freeze or crash. If this happens, simply close the app (don’t just minimise it!) and reopen it. In most cases that should help.

All stops, routes, and points of interest in this app are recommendations only. Conditions can change — please check local weather, road conditions, and official sources (such as national parks, tourism boards, visitor centers, and municipal websites) before and during your trip. CloudGuide and its publisher are not liable for any loss, injury, inconvenience, or damages resulting from use of this information or decisions based on it.