New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
5 Days of Charm in Nantucket Itinerary
Last updated: 2024 Jul 01Exploring Historic Nantucket
Morning
Start your day with a visit to the iconic Brant Point Lighthouse. This historic lighthouse is one of the oldest in America and offers stunning views of the harbor. It's a perfect spot for some early morning photography and to soak in the maritime history of Nantucket.
Afterward, head over to The Handlebar Cafe for a delightful breakfast. This cozy cafe is known for its excellent coffee and delicious pastries.
Afternoon
In the afternoon, explore the Nantucket Whaling Museum. This museum provides an in-depth look at Nantucket's rich whaling history through fascinating exhibits and artifacts. It's an educational experience that brings you closer to understanding the island's heritage.
For lunch, stop by The Nautilus. This highly-rated restaurant offers a unique menu inspired by global flavors with a focus on fresh seafood.
Evening
End your day with a sunset sail on Nantucket Sunset Cruise. This tour allows you to enjoy breathtaking views of the island as the sun sets over the horizon. It's a relaxing way to conclude your first day on Nantucket.
For dinner, dine at Galley Beach. Known for its beachfront location and exquisite cuisine, it's an ideal spot for a memorable evening meal.
Bedtime
Find amazing hotels in Nantucket, Massachusetts, USA.
Nature and Art Exploration
Morning
Begin your second day with a visit to the Coskata-Coatue Wildlife Refuge. This beautiful nature reserve offers miles of pristine beaches and scenic trails perfect for hiking or bird-watching.
After your morning adventure in nature, have breakfast at Black-Eyed Susan's, known for its hearty breakfasts and friendly atmosphere.
Afternoon
In the afternoon, immerse yourself in art at The Artists Association of Nantucket. This gallery showcases works from local artists and provides insight into the vibrant arts community on the island.
For lunch, head over to Dune. This restaurant is celebrated for its creative dishes made from locally sourced ingredients.
Evening
Join an evening ghost tour with Nantucket Ghost Walk. Explore some of Nantucket's most haunted locations while hearing eerie tales from knowledgeable guides. It's an exciting way to delve into the island's spooky side.
Conclude your day with dinner at The Chanticleer, renowned for its romantic ambiance and gourmet cuisine.
Bedtime
Find amazing hotels in Nantucket, Massachusetts, USA.
Beaches and Boutique Shopping
Morning
Spend your morning relaxing at Surfside Beach. Known for its soft sand and gentle waves, it's an ideal spot for sunbathing or taking a refreshing dip in the ocean.
For breakfast before heading out to Surfside Beach, visit Brotherhood of Thieves, which offers delicious breakfast options in a charming setting.
Afternoon
In the afternoon, explore downtown Nantucket's boutique shops along Main Street. From unique clothing stores to charming gift shops like Murray’s Toggery Shop and Mitchell’s Book Corner – there's something for everyone.
Enjoy lunch at Company of The Cauldron, known for its intimate setting and delectable dishes.
Evening
Wrap up your third day with an evening culinary walking tour: Nantucket Culinary Walking Tour. Taste some of Nantucket’s best food offerings while learning about its culinary history from expert guides.
Finish off with dinner at Cru Oyster Bar, famous for its fresh oysters and waterfront views.
Bedtime
Find amazing hotels in Nantucket, Massachusetts, USA.
Historical Insights and Coastal Beauty
Morning
Begin your fourth day with a visit to the Old Mill. This historic windmill, built in 1746, is the oldest functioning mill in the United States. Take a guided tour to learn about its history and operation.
Afterward, enjoy breakfast at The Downyflake, known for its famous donuts and hearty breakfast options.
Afternoon
In the afternoon, head to the Nantucket Shipwreck & Lifesaving Museum. This museum offers fascinating exhibits on maritime rescues and shipwrecks around Nantucket. It's an educational experience that highlights the island's perilous maritime history.
For lunch, dine at Straight Wharf Restaurant, which offers a delightful menu featuring fresh seafood and local ingredients.
Evening
End your day with a scenic bike tour: Nantucket Bike Tour. Explore the island's beautiful landscapes and charming neighborhoods while learning about its history from knowledgeable guides.
For dinner, visit Lola 41, renowned for its sushi and global cuisine.
Bedtime
Find amazing hotels in Nantucket, Massachusetts, USA.
Lighthouses and Farewell
Morning
Start your final day with a visit to Sankaty Head Lighthouse. This iconic lighthouse offers stunning views of the surrounding cliffs and ocean. It's a perfect spot for some morning photography.
Enjoy breakfast at Provisions, known for its delicious breakfast sandwiches and coffee.
Afternoon
Spend your afternoon exploring Siasconset Village. This charming village features picturesque cottages covered in roses and scenic coastal views. Take a leisurely stroll through the village to soak in its beauty.
For lunch, stop by The Chanticleer, offering exquisite dishes in a beautiful garden setting.
Evening
Nantucket Harbor Tour is an ideal way to end your trip. Enjoy an evening boat tour around Nantucket Harbor while learning about its history from expert guides.
Conclude your trip with dinner at Topper's Restaurant, known for its elegant dining experience and waterfront views.
Bedtime
Find amazing hotels in Nantucket, Massachusetts, USA.
Adjacent Cities
Find the right stay during your trip.