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Travel AI

Relaxing Getaway in Montauk Itinerary

Last updated: 2024 Jun 14

Coastal Charm and Culinary Delights

Morning

Start your day with a delightful breakfast at John's Drive-In, known for its classic diner fare. Afterward, take a leisurely walk along the scenic Montauk Point Lighthouse, enjoying the ocean views and fresh sea breeze.

Afternoon

For lunch, savor the seafood at Gosman's Dock, a local favorite with a wide selection of fresh catches. Afterward, relax at Ditch Plains Beach, a popular spot for sunbathing and surfing.

Evening

Enjoy a memorable dinner at The Surf Lodge, known for its beachfront setting and delicious cuisine. Afterward, take a sunset cruise with Uncle Sam's Boat Tours to end the day on a tranquil note.

Bedtime

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4.65
Uncle Sam's Boat Tours
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Beach Day and Sunset Dining

Morning

Indulge in a leisurely brunch at The Lobster Roll, a classic Hamptons eatery. Then, spend the morning relaxing at Gin Beach, a serene and less crowded spot for sunbathing and swimming.

Afternoon

For a late lunch, head to Duryea's Lobster Deck for a quintessential seafood experience. Afterward, explore the boutiques and art galleries in downtown Montauk.

Evening

Dine in style at Navy Beach, a waterfront restaurant with a laid-back atmosphere. After dinner, take a romantic beach walk under the stars.

Bedtime

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4.95
Gin Beach
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Nature and Nourishment

Morning

Enjoy a healthy breakfast at Juice Press to start your day. Then, embark on a nature hike at Hither Hills State Park, immersing yourself in the beauty of the local flora and fauna.

Afternoon

Have a picnic lunch at the park, or grab a bite at Hampton Chutney Co. for some unique and delicious dosas. Afterward, visit the Montauk Point State Park for stunning views of the Atlantic Ocean.

Evening

For dinner, experience the farm-to-table cuisine at Harvest on Fort Pond, a restaurant known for its sustainable and seasonal dishes. Afterward, unwind with a cocktail at The Hideaway, a cozy bar with a relaxed vibe.

Bedtime

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4.64
Hither Hills State Park
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4.96
Montauk Point State Park
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Surf, Turf, and Sunset Views

Morning

Start your day with a hearty breakfast at Jonah's, a local favorite for its delicious pancakes and omelets. Then, head to Ditch Plains Beach for a surfing lesson with CoreysWave Surf School, enjoying the thrill of riding the waves.

Afternoon

After working up an appetite, have a late lunch at Tacombi Montauk, a vibrant spot for tacos and margaritas. Spend the rest of the afternoon relaxing at the beach or exploring the Montauk Point Marine Sanctuary.

Evening

Dine at The Crow's Nest, a chic restaurant with a diverse menu and a trendy atmosphere. End the day with a visit to the Montauk Point Bluffs to watch the sunset over the ocean.

Bedtime

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5.00
CoreysWave Surf School
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4.80
Montauk Point Marine Sanctuary
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Farewell to Montauk

Morning

For your last morning in Montauk, enjoy a leisurely breakfast at Jonah's. Take a final stroll along the beach or visit the Montauk Point Bluffs to soak in the natural beauty of the area.

Afternoon

Have a casual lunch at South Edison, a seafood restaurant known for its raw bar and relaxed atmosphere. Spend the afternoon browsing the shops in town or visiting the Montauk Brewing Company for a brewery tour.

Evening

End your trip with a memorable dinner at The Surf Lodge, where you can enjoy great food, live music, and the company of fellow travelers. Reflect on your time in Montauk and savor the moments before heading home.

Bedtime

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