Overview
Nestled in the Blue Ridge Mountains, Asheville boasts the second-largest collection of Art Deco architecture in America.
On this walking tour, you’ll discover the city’s remarkable history, from its Cherokee origins to its Roaring Twenties boom. You’ll also hear about the unexpected preservation of its architectural treasures due to the Great Depression. (Don’t worry, it will make sense later.)
This tour starts at the Visitor’s Center and takes you through downtown Asheville’s most iconic landmarks. Along the way, you’ll hear stories about the visionaries who shaped its distinctive character.
You’ll learn how wealthy entrepreneurs like E.W. Grove and George Willis Pack transformed the city’s skyline and see how the arts have flourished here, from traditional Appalachian folk music to contemporary crafts. You’ll discover the city’s literary connections to Thomas Wolfe and O. Henry while passing bustling music venues and artisan markets.
What's Included
- Lifetime access to this tour in English before your booking date and after it
- Offline access to audio, maps, and geodata
- App for Android and iOS
- Directions to the starting point so that when you’re in the right place, the tour will start
- Flexibility to explore at your own pace with a self-guided GPS tour
- Smartphone and headphones
- Personal expenses for admission fees not included during the tour
- Food and drink
- Transportation
Meeting Location
36 Montford Avenue
Asheville, NC 28801, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
50 Broadway Street
Asheville, NC 28801, USA
The tour ends at the Mellow Mushroom Asheville on Broadway.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Basilica of Saint Lawrence, Deacon and Martyr (pass by)
Harrah's Cherokee Center - Asheville (pass by)
Roman's Deli & Catering (pass by)
The Flat Iron Hotel (pass by)
Asheville Pinball Museum (pass by)
Spicer Greene Jewelers (pass by)
Thomas Wolfe Memorial (pass by)
Asheville Music Hall (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Asheville’s Historic Streets: A Self-Guided Walking Tour?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-110804P1127
Traveler Photos
Additional Info
Similar Tours & Activities
What is Oktoberfest, anyway? We are Asheville's only Oktoberfest-themed tour, with tour exclusivity at White Labs Brewing Co. and free downtown parking for the whole...
$49
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...
$23
Enjoy this experience at the farm. Pet the goats, visit the aviary, explore North Carolina's largest crystal store and much more....
$30
Asheville Night-Time Walking Ghost Tour
Experience the spookiest sites of downtown Asheville with your expert local guide. Enjoy hair-raising tales and dark history! Created & owned by Joshua P. Warren,...
$27
What is Oktoberfest, anyway? We are Asheville's only Oktoberfest-themed tour, with tour exclusivity at White Labs Brewing Co. and free downtown parking for the whole...
$49
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...
$23
Enjoy this experience at the farm. Pet the goats, visit the aviary, explore North Carolina's largest crystal store and much more....
$30
Experience the spookiest sites of downtown Asheville with your expert local guide. Enjoy hair-raising tales and dark history! Created & owned by Joshua P. Warren,...
$27
Travelers Who Bought This Tour Also Bought
November 24 through December 27, LaZoom’s Hey Asheville Comedy Sightseeing Tour puts a hysterical twist on the holidays. See Asheville sights, laugh together and make...
$52
Join us on a fun-filled and informative electric bike tour of Asheville! Approximately 3-hours long, this e-bike tour is the perfect way to experience the city’s...
$74
Experience the “Land of Waterfalls” in our custom safari-style jeep. This is a must-do tour when visiting Asheville! This tour allows you to see our...
$119
There is no better way to DISCOVER and EXPLORE Asheville! Hop-on board one of Cool Destinations’s nostalgic trolleys for a fully narrated journey, highlighting the...
$41
November 24 through December 27, LaZoom’s Hey Asheville Comedy Sightseeing Tour puts a hysterical twist on the holidays. See Asheville sights, laugh together and make...
$52
Join us on a fun-filled and informative electric bike tour of Asheville! Approximately 3-hours long, this e-bike tour is the perfect way to experience the city’s...
$74
Experience the “Land of Waterfalls” in our custom safari-style jeep. This is a must-do tour when visiting Asheville! This tour allows you to see our...
$119
There is no better way to DISCOVER and EXPLORE Asheville! Hop-on board one of Cool Destinations’s nostalgic trolleys for a fully narrated journey, highlighting the...
$41
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Key West Private Charters customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EST).
- Lifetime access to this tour in English before your booking date and after it.
- Offline access to audio, maps, and geodata.
- App for Android and iOS.
- Directions to the starting point so that when you’re in the right place, the tour will start.
- Flexibility to explore at your own pace with a self-guided GPS tour.
- Smartphone and headphones.
- Personal expenses for admission fees not included during the tour.
- Food and drink.
- Transportation.
The minimum age to participate is 6..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Asheville's Historic Streets: A Self-Guided Walking Tour is as follows:
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Asheville’s Historic Streets: A Self-Guided Walking Tour will be included in your confirmation email from Key West Private Charters. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Lifetime access to this tour in English before your booking date and after it
- Offline access to audio, maps, and geodata
- App for Android and iOS
- Directions to the starting point so that when you’re in the right place, the tour will start
- Flexibility to explore at your own pace with a self-guided GPS tour
- Smartphone and headphones
- Personal expenses for admission fees not included during the tour
- Food and drink
- Transportation
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
