12 Activities
Road Trip to Montauk: Seafood, Shopping & Sandy Shores
Starts from
New York
Transportation
By Car
Guidance
Self-Guided
Activities
12
Duration
2 days
Length
139 mi
In partnership with
Guide details
Starts from
New York
Transportation
By Car
Guidance
Self-Guided
Duration
2 days
Length
139 mi
Kristan Schiller
Traveller
- Tour a Gilded Age castle, backdrop for a Taylor Swift video.
- Feast on fresh lobster rolls.
- Sunbathe on the shores of the Atlantic Ocean.
- Sample unique blends at a North Fork Winery.
- Browse the posh boutiques of Amagansett.
Make your way from Manhattan to Montauk, stopping for breakfast then a mansion tour of Oheka Castle in Huntington, New York, where singer Taylor Swift shot her hit music video for "Blank Space." Feast on a fresh lobster roll at Harbor Market and Kitchen, then check in to your beach-facing resort in Montauk, New York. Become a beach bum at Ditch Plains Beach, then enjoy another seafood dinner. On the second day, continue to perfect your tan as you sunbathe on your resort's private stretch of shoreline, then hit the shops of Amagansett, New York. On your way out of town, stop at Channing Daughters Winery and Greek tapas restaurant in Bridgehampton, New York, before rolling into the Big Apple by nightfall.
Make your way from Manhattan to Montauk, stopping for breakfast then a mansion tour of Oheka Castle in Huntington, New York, where singer Taylor Swift shot her hit music video for "Blank Space." Feast on a fresh lobster roll at Harbor Market and Kitchen, then check in to your beach-facing resort in Montauk, New York. Become a beach bum at Ditch Plains Beach, then enjoy another seafood dinner. On the second day, continue to perfect your tan as you sunbathe on your resort's private stretch of shoreline, then hit the shops of Amagansett, New York. On your way out of town, stop at Channing Daughters Winery and Greek tapas restaurant in Bridgehampton, New York, before rolling into the Big Apple by nightfall.
In partnership with
Kristan Schiller
Traveller
- Tour a Gilded Age castle, backdrop for a Taylor Swift video.
- Feast on fresh lobster rolls.
- Sunbathe on the shores of the Atlantic Ocean.
- Sample unique blends at a North Fork Winery.
- Browse the posh boutiques of Amagansett.
Travel itinerary
7 Activities
Day 1
119 mi2 mi
Castles, Crustaceans, and Coastline
Along the way east onto "the island," you'll visit a stunning castle where Taylor Swift filmed one of her most popular music videos. Enjoy fresh seafood before you even arrive at your beachfront destination, and relax in a peaceful oceanfront resort.
14:45
5 Activities
Day 2
20 mi0.1 mi
Lounge, Lunch, Shop, and Sip
Start the day lounging on the beach in front of your resort, then head for lunch at one of Montauk's most popular seafood spots. Afterwards, take a stroll through Amagansett, New Yourk, and peruse the posh boutiques and shops there. As you head out of town, spend an hour or so in Bridgehampton, New York, at Channing Daughters Winery, sampling local varietals, then enjoy dinner at a nearby Greek restaurant.
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