Our Favorite Road Trip Destinations to Escape to this Summer

WHERE TO EAT:

• Duryea’s Lobster Deck: You’ve probably seen this spot pop up on your Insta feed nonstop. Whether you’re staying out in Montauk or want to venture out of East Hampton for the day, the seaside restaurant is not to be missed. WE LOVE: The Lobster Cobb salad paired with a sunset view.

• Sant Ambroeus: With delicious options for lunch and dinner, you'll never regret stopping by Sant Ambroeus. The beloved Italian restaurant is a staple due to its mouth-watering dishes and al fresco dining. WE LOVE: People watching with a crisp glass of wine in hand–you'll have a front-row seat to Southampton’s Main Street.

• The Golden Pear Cafe: It doesn't matter if you’re off to play tennis or have an afternoon of rosé ahead of you–all summer days should start at the Golden Pear. WE LOVE: The low-key cafe can be your first stop in the morning to pick up an iced coffee and a bagel.

WHERE TO STAY:

• Gurney’s Montauk Resort: The rustic seaside resort delivers luxury accommodations with easy beach access. WE LOVE: The resort has private bungalows by the sea that can be reserved in advance.

• The Maidstone: The charming boutique hotel is set on a picturesque property. WE LOVE: The landscaping is unbelievable–all of your hydrangea dreams will come true.

• Ruschmeyer’s: The cabin-style hotel offers complete privacy while serving up one of the best restaurants in Montauk. WE LOVE: They have a chic outdoor fire pit for late-night hangs.

WHAT TO DO:

• Sweat it out with SoulCycle Outside: The infamous exercise class will continue outdoor classes in Summer 2021. WE LOVE: The convenience–there are 4 SoulCycle locations between Water Mill and Montauk.

• Hit the beach: Head to one of the many world-renowned beaches on the Long Island coast. WE LOVE: Don’t miss Ditch Plains in Montauk, one of the most beautiful beaches to visit and a renowned surf spot.

• Take in the sunset with drinks at Surf Lodge: There are plenty of places in the Hamptons to score a bottle of rosé with your friends, but none are quite in the lexicon like this beachside hot spot in Montauk. WE LOVE: Come for the Insta-worthy vibes, stay for the trendy crowd.

• Find your zen with a yoga session: Yoga instructor and Hamptons native Hedges Rauscher offers private sessions at your home. Or, stop in for a yoga class at the acclaimed Topping Rose House. WE LOVE: A 60-minute vinyasa class at Topping Rose House’s new pool-side facility.

WHERE TO EAT:

• Stray Dog Bar and Grill: This waterfront restaurant is known for its sun-soaked terrace and signature cocktails. WE LOVE: Stop by for a sunset drink under the stars and take in the incredible view.

• Viola Cafe: Whether you're in the mood for a muffin or want to try their signature Afternoon Tea, this local bakery is too sweet to miss. WE LOVE: Their wide-ranging menu has everything from biscuits & gravy to Swedish pancakes–AKA something for everyone.

• Terrace Room: The upscale bistro is dedicated to local food sourcing and sustainable farming practices. WE LOVE: This is a must-visit for farm-to-table dining obsessives.

WHERE TO STAY:

• Rent a house: From lakeside beach houses to charming cottages and sprawling estates, make the most of your shore vacation by renting an entire house for your group. WE LOVE: There’s a rental for every preference available–but lake houses are in high demand during the summer, so make sure you plan in advance.

• The Brewery Lodge & Supper Club: Nestled onto a woodland estate and only a 15-minute drive from the shore, this rustic boutique hotel is cozy and romantic. WE LOVE: This spot has it all: a craft beer and wine bar, plus 40 acres of wooded land that guests can explore.

• The Journeyman: These luxe accommodation options include a 7,000 square foot flat, a farmhouse, and a smaller bunkhouse. WE LOVE: They’re affiliated with the well-known Journeyman Whiskey Distillery, so make sure you schedule a distillery tour and tasting during your stay.

WHAT TO DO:

• Enjoy a glass of wine at Round Barn Estate: Spend a day taking in one of the area’s most popular vineyards. WE LOVE: The family-owned business features wine and craft beer tastings as well as live music.

• Get on the water with Oselka Marina: After all, the best part of being at the lake is being on the lake, and this marina is the perfect place to make it happen. WE LOVE: Sail off on a sunset cruise or rent a pair of jet skis for a few hours.

• Take a stroll at the Warren Dunes State Park: The white sand dunes and ocean views make this one of the most popular parks in Michigan. WE LOVE: It has nearly six miles of scenic hiking trails–you’ll want to explore every route.