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Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a stroll down Main Street and take in the charming architecture of the historic homes. Grab a coffee and pastry at The Handlebar Cafe to fuel up for the day ahead.

Afternoon

Take a bike ride to Siasconset, a quaint village on the eastern edge of the island. Stop at the Sankaty Head Lighthouse for incredible ocean views and a chance to learn about the history of the area. Grab lunch at Claudette's Sandwich Shop before heading back to town.

Evening

End the day with dinner at The Nautilus, a trendy restaurant serving up inventive small plates and craft cocktails.

Bedtime

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Morning

Spend the morning exploring the Whaling Museum, where you'll learn about Nantucket's rich whaling history and see artifacts from the industry.

Afternoon

Head to Jetties Beach for a relaxing afternoon in the sun. Rent a paddleboard or kayak to explore the water, or simply lounge on the beach. Grab lunch at the beachside restaurant, The Sandbar.

Evening

For dinner, make a reservation at Galley Beach. This upscale restaurant offers stunning views of the water and delicious seafood dishes.

Bedtime

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Morning

Take a ferry to the neighboring island of Martha's Vineyard for a day trip. Explore the charming towns of Oak Bluffs and Edgartown, and take in the island's natural beauty at Aquinnah Cliffs.

Afternoon

Grab lunch at The Black Dog Tavern, a classic New England restaurant known for its seafood and chowder.

Evening

Return to Nantucket and end your trip with a sunset cruise around the island. Book a private charter with Endeavor Sailing Excursions and enjoy a glass of wine as you watch the sun dip below the horizon.

Bedtime

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