Complete Nantucket Bundle
Includes Beyond the Cobblestones + Nantucket Coast-to-Coast
What to Expect
Get the full Nantucket experience with this 2-in-1 self-guided tour combo. Start your journey on foot as you explore the cobblestone streets of downtown Nantucket, where beautifully preserved 18th-century homes and iconic landmarks like the Atheneum and Straight Wharf bring the island’s whaling-era history to life. With GPS-triggered audio and local insights along the way, you’ll uncover the stories and characters that shaped the island’s past, and its charm today.
Then, venture beyond downtown with our self-guided driving or biking tour that spans from Madaket to Sconset. Along the way, you’ll take in scenic beaches, historic lighthouses, and hidden gems that reveal Nantucket’s quieter side. It’s the perfect way to explore the island at your own pace!
Note, bike or car rentals are not included
Ready to go? Book below or download our app and purchase directly from your phone.
📍 Location: Nantucket, MA
🚶♂️ Type: Walking & Driving
⏱ Duration: 5-6 hours or more
✅ Includes: App download, GPS-triggered audio, No Expiration
📶 Works Offline: Download ahead of time - no cell service required
🎧 Multiple Languages: English, Spanish
Get Ready for Your Nantucket Self-Guided Tours
Experience the ultimate Nantucket escape with this comprehensive two-tour bundle, combining the island’s rich maritime heritage with its breathtaking natural beauty.
This self-guided experience puts you in the driver’s seat—literally and figuratively—allowing you to explore at your own pace while GPS-triggered audio brings the Grey Lady’s secrets to life.
Start Beyond the Cobblestones with an intimate walking tour through the heart of town.
Wander past meticulously preserved 18th-century homes and iconic landmarks like the Whaling Museum and the Atheneum.
You’ll hear captivating tales of the whale oil barons, legendary captains, and resilient islanders who transformed this quiet outpost into a global whaling capital.
Then, head Coast to Coast for a scenic driving adventure.
From the quiet shores of Madaket to the rose-covered cottages of Siasconset, you’ll discover the island’s diverse soul.
Visit the oldest operational windmill in the country, marvel at the Sankaty Head Lighthouse, and drive through the wild, untouched landscapes of the Serengeti.
Whether you're uncovering colonial history or chasing a sunset at the edge of the Atlantic, this bundle offers an immersive, personal connection to everything that makes Nantucket iconic.
It is more than just a sightseeing trip—it’s your key to unlocking the stories hidden in every salt-sprayed corner of the island.
What You’ll See on Your Nantucket Audio Tours
Whaling Museum
We start just outside the Whaling Museum with a brief overview of why it matters and what you’ll find inside. Plan to return after the tour to explore the exhibits more fully at your own pace.
Nantucket Atheneum
View the Nantucket Atheneum from the street while hearing about the notable authors, speakers, and leaders connected to it. Its history reflects the island’s long tradition of learning and public life.
Straight Wharf
Stroll along Straight Wharf, once the engine of Nantucket’s maritime commerce. Today, it blends historic roots with a lively mix of boutiques and waterfront dining.
Old South Wharf
Follow the slim gravel path of Old South Wharf and glance into its inviting galleries and studios. The setting highlights the island’s enduring creative community.
Petrel Landing
Visit the marker dedicated to The Petrel, a steamship that supported island travel and supply for decades. Its story offers a window into everyday Nantucket life around the turn of the century.
Compass Rose Mural
Stop for a photo at the well-known Compass Rose mural on the Ralph Lauren building. Learn how its original 1936 commission helped turn it into a lasting local icon.
Nantucket Friends Meeting House
Observe the understated design of the Quaker Meeting House while learning about the Quaker influence on Nantucket society. Its plain style reflects values that shaped the island’s culture.
Hadwen House
Take in this refined 1846 home built by whaling merchant William Hadwen. The residence stands as a reminder of the wealth generated during Nantucket’s peak whaling years. Entry is $10 per person or included with Whaling Museum admission.
Maria Mitchell Hinchman House
See the historic home associated with Maria Mitchell and hear how she became America’s first professional female astronomer. Her achievements placed Nantucket on the scientific map.
Greater Light
Learn how two Quaker sisters reimagined a former barn as Greater Light, an inventive artistic retreat. The structure showcases creativity expressed through handcrafted design.
Jared Coffin House
Discover the background of Jared Coffin, the prosperous captain who built this grand residence in 1845. It’s also linked to the story of how the town recovered after the Great Fire of 1846.
Oldest House (Jethro Coffin House) and Kitchen Garden
Visit the island’s earliest surviving dwelling, preserved near its original footprint. The adjacent period garden adds context to daily colonial-era living.
Madaket Beach
Head to Nantucket’s western shoreline for a quieter beach experience. It’s a great place to walk on the sand, stop by Millie’s, and enjoy the relaxed coastal setting.
Old Mill
See the oldest working windmill in the United States, still turning after centuries. It remains one of Nantucket’s most recognizable historic landmarks.
Middle Moors
Travel through Middle Moors, the island’s largest stretch of protected open land. Its broad, undeveloped landscape has earned comparisons to a small-scale Serengeti.
Milestone Bog
Pass Milestone Bog and hear about Nantucket’s long cranberry-growing tradition. This site was once part of the country’s largest continuous cranberry operation.
Siasconset
Explore the village of Siasconset, often called Sconset, known for its seaside cottages and summer heritage. Its history is tied to seasonal retreats of prominent island families.
Sankaty Head Lighthouse
Stop at Sankaty Head Lighthouse, one of Nantucket’s best-known beacons. The vantage point offers wide ocean views and excellent photo opportunities.
Nantucket Shipwreck & Lifesaving Museum
Learn about dramatic rescues and maritime disasters at the Nantucket Shipwreck & Lifesaving Museum. The exhibits highlight the courage and skill of the island’s lifesaving crews.
FAQs About Our Nantucket Audio Tours
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The Maria Mitchell Association sells tickets to the Historic Mitchell House. Admission is free for members of the Association.
A range of tickets are available:
Natural Science Museum or Aquarium Only Admission
Adult: $25
Youth (ages 3–16): $15
Children (ages 0–2): Free
Loines Programming Admission (programmed events only)
Adult: $25
Youth (ages 3–16): $15
Children (ages 0–2): Free
Combo Pass for Mitchell House, Natural Science Museum, and Vestal Observatory
Adult: $25
Youth (ages 3–16): $15
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Tickets to the Oldest House are sold by the Nantucket Historical Association. Your ticket will also include entry to Nantucket Whaling Museum, Hadwen House, Old Jail, Greater Light, Old Mill, and the Friends Meeting House.
Adult: $20
Senior 65+ / Student: $18
Youth / Student (6–17): $5
Under 6: Free
Island Residents & Members: Free
Admission for active duty service members is always free, and veterans receive free admission on Veterans Day.
The Nantucket Historical Association also provides free admission to EBT, WIC, and ConnectCare holders through the Card to Culture. Visit the Card to Culture website for more details.
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Tickets to the Oldest House are sold by the Nantucket Historical Association. Your ticket will also include entry to Nantucket Whaling Museum, Hadwen House, Old Jail, Greater Light, Oldest House, and the Friends Meeting House.
Adult: $20
Senior 65+ / Student: $18
Youth / Student (6–17): $5
Under 6: Free
Island Residents & Members: Free
Admission for active duty service members is always free, and veterans receive free admission on Veterans Day.
The Nantucket Historical Association also provides free admission to EBT, WIC, and ConnectCare holders through the Card to Culture. Visit the Card to Culture website for more details.
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Tickets to the Nantucket Shipwreck & Lifesaving Museum are sold by the Egan Maritime Institute. Visit their website for more information.
Adults (18+): $15
Seniors (65+): $9
College Students (with ID): $9
Youth (ages 6-17): $7
Children (5 & under): Free
Island Students: Free
Military (individual): Free
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Tickets to the Nantucket Whaling Museum are sold by the Nantucket Historical Association. Your ticket will also include entry to Hadwen House, Oldest House, Old Jail, Greater Light, Old Mill, and the Friends Meeting House.
Adult: $20
Senior 65+ / Student: $18
Youth / Student (6–17): $5
Under 6: Free
Island Residents & Members: Free
Admission for active duty service members is always free, and veterans receive free admission on Veterans Day.
The Nantucket Historical Association also provides free admission to EBT, WIC and ConnectCare holders through the Card to Culture. Visit the Card to Culture website for more details.
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Tours are fully refundable up to 24 hours in advance.
If it’s within 24 hours or you had an issue during your tour, email support@drivesanddetours.com. We review all requests individually and will always do our best to make things right.
Our goal is to ensure every traveler has a great experience exploring with Drives & Detours.
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You will walk for two to three hours on Drives & Detours’ Nantucket walking tour. This is mostly easy and along flat surfaces. There are some hills to climb and the road is often cobbled. We recommend wearing a good pair of shoes.
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Yes, downloading the Drives & Detours app will give you full access to the tour you have purchased, as well as many other self-guided tours.
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Download the tour before you go. Some areas have poor signal, which can make downloading the tour difficult. Once the tour is downloaded, it will work without any cell signal
The tour audio plays automatically as you approach each stop
Want to see more? Tap “View Stop” to see photos and bonus content
To return to the map, tap the small down arrow between the “previous” and “next” buttons
Follow the blue line and audio directions to stay on route
Use audio controls to pause, rewind, or skip—just like a podcast
Safety first: Keep your eyes on the road or sidewalk, follow traffic laws, and stay aware of your surroundings
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No—download your Nantucket tours before you go, and you won't need a cell signal. Drives & Detours’ tours work without any cell signal once they are downloaded to your device.
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Once you have purchased your Nantucket tour bundle from Drives & Detours, you can use it whenever you want. You can always take the tours another day if the weather is bad on the day you plan to take them.
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Unfortunately, Dives & Detours cannot guarantee that the Nantucket self-guided tours are accessible. People with wheelchairs, strollers, or mobility impairments are very welcome, but we recommend checking the accessibility guide on the Nantucket council website for detailed information.
Pro Tips for Your Drives & Detours Nantucket Self-Guided Tours
Download before you go.
Enable location services—GPS triggers the audio.
Use earbuds, headphones, or your car speakers.
Pause and resume anytime. If you take a break, just reopen the app and head back toward your last stop.
Lost your way? Tap any pin on the map, then tap the right-turn-arrow icon to open your default maps app for turn-by-turn directions to that spot.
Drives & Detours' Nearby Tours
Beyond the Cobblestones Self-Guided Walking Tour
Uncover Nantucket's rich history and charm on this self-guided walking audio tour. Stroll down cobblestone-lined Main Street. Admire meticulously preserved 18th-century homes, each whispering tales of the island's whaling past, while listening to captivating stories and insights that bring Nantucket's vibrant heritage to life.
Nantucket Coast to Coast Driving or Biking Tour
Discover the entire island on this self-guided driving or biking tour of Nantucket. From lighthouses and historic homes to pristine beaches and iconic vistas, this tour offers a comprehensive exploration of the island's unique character.
Newport Cliff Walk Audio Tour
Walk Newport’s famous Cliff Walk, where crashing waves meet Gilded Age grandeur. This self-guided audio tour blends ocean views with tales of ambition, excess, and rebellion along the mansion-lined shore. Hear how tycoons, socialites, and servants each left their mark on this iconic stretch of coastline. It’s a journey through beauty, history, and the contrasts that shaped America’s seaside elite.
Discover More About Nantucket
