Itinerary

Nantucket is such a charming destination, perfect for a three-day getaway, especially if you’re celebrating a birthday at a winery. Let’s dive into an ideal itinerary that balances relaxation, exploration, and a touch of celebration!

## Day 1: Arrival and Exploring Town

Morning:

• Arrival in Nantucket: Start your day by arriving on the island, either by ferry or a quick flight. Once you’re settled in, grab a hearty breakfast at The Downyflake. Their donuts are legendary!

Midday:

• Explore Nantucket Town: After breakfast, take a leisurely stroll through the cobblestone streets of Nantucket Town. Check out the quaint shops, art galleries, and the iconic Whaling Museum. Don’t forget to snap a few photos of the beautiful historic homes!

Lunch:

• Lunch at The Brotherhood of Thieves: This local favorite offers a cozy atmosphere and delicious pub fare. Try their famous lobster roll!

Afternoon:

• Visit Brant Point Lighthouse: After lunch, head over to Brant Point Lighthouse. It’s a short walk and a perfect spot for some picturesque views.

Evening:

• Dinner at The Pearl: Treat yourself to a lovely dinner at The Pearl, known for its fresh seafood and elegant ambiance. Make sure to try their signature cocktails!

Night:

• Relax at Your Accommodation: Wind down your first day by enjoying a glass of wine on your porch or balcony, soaking in the island vibes.

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## Day 2: Wine and Celebration

Morning:

• Breakfast at Black-Eyed Susan’s: Start your day with a delicious breakfast at this popular spot. Their pancakes and breakfast burritos are a must-try!

Midday:

• Visit Cisco Brewers: After breakfast, head to Cisco Brewers, a local winery and brewery. They offer tastings of their wines, beers, and spirits. It’s a fun, laid-back atmosphere, and you can enjoy live music on certain days!

Lunch:

• Picnic at Cisco: Grab some snacks from the food trucks at Cisco and enjoy a picnic on their grounds. It’s a great way to soak up the sun and enjoy the local vibe.

Afternoon:

• Wine Tasting at Nantucket Vineyard: After your picnic, make your way to Nantucket Vineyard, where you can indulge in a wine tasting. This is a perfect spot to celebrate your birthday! Consider pre-arranging a special birthday toast or a private tasting experience.

Evening:

• Birthday Dinner at The Chanticleer: For a special birthday dinner, make a reservation at The Chanticleer. The ambiance is lovely, and the food is exquisite. Don’t forget to order a birthday dessert to celebrate!

Night:

• Stroll Under the Stars: After dinner, take a romantic stroll along the beach or through the town, enjoying the beautiful night sky.

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## Day 3: Relaxation and Departure

Morning:

• Brunch at The Nautilus: Start your last day with a delightful brunch at The Nautilus. Their creative brunch menu is sure to please!

Midday:

• Beach Time at Jetties Beach: After brunch, head to Jetties Beach for some relaxation. You can sunbathe, swim, or even rent a paddleboard if you’re feeling adventurous!

Lunch:

• Lunch at the Beach Shack: Grab a casual lunch at the Beach Shack, located right by Jetties Beach. Enjoy some beachside bites before you head back.

Afternoon:

• Last-Minute Shopping: Before you leave, take some time to do a little last-minute shopping in town. Pick up some Nantucket souvenirs or local crafts to remember your trip.

Evening:

• Departure: Depending on your travel schedule, enjoy a final stroll around town or a quick coffee at a local café before heading back home.

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And there you have it! A delightful three-day itinerary in Nantucket that includes a winery experience and a special birthday celebration. Enjoy every moment, and happy birthday in advance! 🎉🍷