Nantucket, a picturesque island off the coast of Massachusetts, is a haven for history buffs and nature lovers alike. Once a bustling whaling hub, this charming island is now renowned for its well-preserved cobblestone streets, historic homes, and stunning beaches. With a rich maritime history and a vibrant cultural scene, Nantucket offers a unique blend of old-world charm and modern-day allure.

From the iconic Brant Point Lighthouse to the serene beauty of Siasconset, Nantucket is dotted with landmarks that tell the story of its storied past. The island's culinary scene is equally enticing, with fresh seafood and local delicacies that reflect its coastal heritage. Whether you're exploring the island's museums or savoring a meal at a waterfront restaurant, Nantucket promises an unforgettable experience.

Practical travelers will appreciate Nantucket's compact size, making it easy to explore by bike or on foot. With a variety of accommodations ranging from quaint inns to luxurious resorts, there's something for every taste and budget. As you embark on this 7-day journey, prepare to be captivated by the island's timeless beauty and welcoming spirit.

Nantucket

Day 1: Arrival and Evening Stroll

Afternoon: Arrive in Nantucket and settle into your accommodations. Consider staying at a charming inn like the Nantucket Hotel & Resort or explore options on VRBO for a cozy home rental.

Evening: Begin your Nantucket adventure with a leisurely stroll along the cobblestone streets of downtown. Enjoy dinner at CRU, a waterfront restaurant known for its fresh oysters and stunning harbor views. Afterward, indulge in a sweet treat at The Juice Bar, famous for its homemade ice cream.

Day 2: Historical Exploration

Start your day with a hearty breakfast at Black-Eyed Susan's, a local favorite offering delicious pancakes and omelets. Then, dive into Nantucket's rich history with a Historical Tour of Nantucket.

This guided tour will take you through the island's most significant sites, offering insights into its whaling past and architectural heritage.

Day 3: Beach Day and Local Flavors

Spend the morning at Jetties Beach, a family-friendly spot perfect for swimming and sunbathing. For lunch, head to Something Natural, a beloved sandwich shop known for its fresh-baked bread and generous portions.

In the afternoon, explore the quaint village of Siasconset, where you can admire the charming rose-covered cottages. For dinner, savor the flavors of Nantucket at Galley Beach, where you can dine with your toes in the sand as the sun sets over the ocean.

Day 4: Outdoor Adventures

Embark on a Private Nantucket Beach Fishing Activity with a Guide for a day of fishing and exploration.

Whether you're an experienced angler or a novice, this adventure offers a unique way to experience the island's natural beauty.

Day 5: Self-Guided Tours

Discover Nantucket at your own pace with the Beyond the Cobblestones Self Guided Walking Tour.

This audio tour will guide you through the island's historic streets, offering fascinating stories and insights along the way.

Day 6: Scenic Drives and Photography

Take a Nantucket Coast to Coast Self-Guided Biking or Driving Tour to explore the island's scenic landscapes.

Capture the beauty of Nantucket with a Private Professional Photoshoot, ensuring you have stunning memories to take home.

Day 7: Departure and Lasting Memories

Before you depart, enjoy a leisurely breakfast at Island Kitchen, where you can savor classic American fare with a local twist. Take a final stroll through the town, perhaps picking up a souvenir or two from the local shops.

As you leave Nantucket, you'll carry with you the memories of its enchanting landscapes, rich history, and warm hospitality. This 7-day itinerary has offered a glimpse into the heart of this island gem, leaving you with stories to share and a longing to return.