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Historical Tours

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We are unique as we are the oldest tour company on the historic island of Nantucket. From the early days when Chester Barrett founded the company and drove a horse and buggy, to today, we are ready to give you a great truthful and historical view of Nantucket. We are you premier choice for bus tours, van tours, and wedding transportation in Nantucket, MA You will see a narrated tour where we show you old lighthouses, the village of Siasconset on the East end of the island, rose cover cottages, as well as the old railroad and either the oldest or 2nd oldest house on island. You will really enjoy seeing the island from this perspective. The 1.5 hour time is just enough time to see the sights and plan where to spend the rest of your visit on island. We can also do private and large group tours, inquire by calling.

Historical Tour of Nantucket

1 hour 30 minutesFree Cancellation

Wharf

Uncover Nantucket's rich history and charm on this self-guided audio tour. Using our app, you can explore at your own pace as you stroll down cobblestone-lined Main Street and learn about how Nantucket evolved from the worlds whaling capital to the tourist destination it is today. Admire meticulously preserved 18th-century homes, each whispering tales of the island's whaling past. Explore iconic landmarks like the Atheneum, the Hadwen House, and Straight Wharf, a bustling hub since the 17th century. All along the way, captivating stories, insights, and local recommendations bring Nantucket's vibrant heritage to life.

Beyond the Cobblestones Self Guided Walking Tour of Nantucket

2 to 3 hoursFree Cancellation

Brandt Point Lighthouse in Nantucket Harbor

Uncover the hidden corners and rich history of Nantucket on this self-guided driving or biking tour (does not include rental). From lighthouses and historic homes to pristine beaches and iconic vistas, this tour offers a comprehensive exploration of the island's unique character. Learn about Nantucket’s culture and history as you ride (or drive) across the island, from Madaket to Sconset. We’ll point out several points of interest along the way as you explore Nantucket from coast to coast. Need a bike? We recommend Young's Bike Shop (on Broad St.) or Cook's Cycles (on S Beach St.). You will need to contact them directly to arrange your own rentals separately.

Nantucket Coast to Coast Self-Guided Biking or Driving Tour

3 to 6 hoursFree Cancellation

Includes 2 tours!

Experience the best of Nantucket with this 2-in-1 bundle — two complete self-guided tours available together at a discounted price. Begin your adventure with a walking tour through the heart of downtown Nantucket, learning about the whaling trade, and discovering landmarks like the Atheneum and Hadwen House. Next, embark on the Nantucket Coast to Coast drive or bike tour, stretching from Madaket to Sconset. Follow a scenic route past windswept beaches, historic lighthouses, and classic shingle cottages that reveal the island’s more tranquil side. Each tour is available separately, but when purchased together, they offer a flexible and memorable way to explore the entire island at a discounted rate. - Two complete self-guided tours at a discounted bundle price - Walking tour through downtown Nantucket’s historic sites - Scenic drive or bike tour from Madaket to Sconset - GPS-triggered audio works offline - Discover hidden gems and learn about the island’s maritime heritage

Nantucket Self Guided Walking and Biking Tour Combo

4 to 8 hoursFree Cancellation

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