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Orlando Walking Tours

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Orlando Tours

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Orlando’s Historical Highlights: A Self-Guided Audio Tour

Are you looking for a way to see downtown Orlando without joining a tour group? Explore at your own pace with this affordable walking tour. …More

4.8 (19)

Orlando’s Historical Highlights: A Self-Guided Audio Tour

Are you looking for a way to see downtown Orlando without joining a tour group? Explore at your own pace with this affordable walking tour....

60 to 90 minutes
4.8 (19)
from
$9
Sanford's Craft Beer and History Tour

This popular guided experience provides you the opportunity to experience the district’s popular east side craft breweries while learning about the city’s tumultuous history of …More

5.0 (8)

Sanford's Craft Beer and History Tour

This popular guided experience provides you the opportunity to experience the district’s popular east side craft breweries while learning about the city’s tumultuous history of...

1 hour 45 minutes • Free Cancellation
5.0 (8)
from
$34
Brews and Bites of Orlando

Get ready to Wander and Drink around Orlando's Mills50 and Ivanhoe Village districts like a local! Experience 8 beer samples along with some small, delicious …More

5.0 (5)

Brews and Bites of Orlando

Get ready to Wander and Drink around Orlando's Mills50 and Ivanhoe Village districts like a local! Experience 8 beer samples along with some small, delicious...

3 hours • Free Cancellation
5.0 (5)
from
$75
Ghosts of Winter Park - A Chilling Walking Tour!

Winter Park has seen many famous business leaders, US President and celebrities pass along its cobble stone streets along and near famous Park Avenue. We'll …More

5.0 (5)

Ghosts of Winter Park - A Chilling Walking Tour!

Winter Park has seen many famous business leaders, US President and celebrities pass along its cobble stone streets along and near famous Park Avenue. We'll...

1 hour 30 minutes • Free Cancellation
5.0 (5)
from
$42
Savor Orlando Culinary Gems in Mills 50 Food Tour

Discover the vibrant flavors of Orlando’s Mills 50 District on a guided food tour that showcases a mix of inventive street eats and cultural comfort …More

4.5 (2)

Savor Orlando Culinary Gems in Mills 50 Food Tour

Discover the vibrant flavors of Orlando’s Mills 50 District on a guided food tour that showcases a mix of inventive street eats and cultural comfort...

2 hours • Free Cancellation
4.5 (2)
from
$85
Orlando Family Private Tour: Downtown Wonders

Enjoy a private, exclusive tour with your own local guide. Embark on an urban adventure with “Orlando Family Explorer: A Walk Through Downtown Wonders”. This …More

5.0 (3)

Orlando Family Private Tour: Downtown Wonders

Enjoy a private, exclusive tour with your own local guide. Embark on an urban adventure with “Orlando Family Explorer: A Walk Through Downtown Wonders”. This...

2 hours • Free Cancellation
5.0 (3)
from
$273
Downtown Sanford Historical Tour

This exciting historical walking tour guides you through some architectural styles dating back to 1883 while providing their incredibly rich history. Plus, our resident guide …More

5.0 (3)

Downtown Sanford Historical Tour

This exciting historical walking tour guides you through some architectural styles dating back to 1883 while providing their incredibly rich history. Plus, our resident guide...

1 hour 30 minutes • Free Cancellation
5.0 (3)
from
$25
A Toast to the Ghost Haunted Pub Crawl in Downtown Orlando

Explore the spooky side of Downtown Orlando on this haunted pub crawl. Join a Ghost Ambassador to uncover chilling tales as you visit lively bars …More

5.0 (4)

A Toast to the Ghost Haunted Pub Crawl in Downtown Orlando

Explore the spooky side of Downtown Orlando on this haunted pub crawl. Join a Ghost Ambassador to uncover chilling tales as you visit lively bars...

2 hours • Free Cancellation
5.0 (4)
from
$45
Happy Hour Downtown Pub Crawl

Take the time to sip and enjoy history in award winning Downtown Winter Haven's happy hour hot spots! Many of these establishments have won several …More

5.0 (1)

Happy Hour Downtown Pub Crawl

Take the time to sip and enjoy history in award winning Downtown Winter Haven's happy hour hot spots! Many of these establishments have won several...

3 hours • Free Cancellation
5.0 (1)
from
$139
Orlando : Private Custom Walking Tour with A Guide (Private Tour)

Orlando can sometimes feel busy and confusing for newcomers. Take the mystery out of your visit by exploring with a local on a private walking …More

5.0 (1)

Orlando : Private Custom Walking Tour with A Guide (Private Tour)

Orlando can sometimes feel busy and confusing for newcomers. Take the mystery out of your visit by exploring with a local on a private walking...

2 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$47
Orlando Self-Guided Historic App/GPS Audio Walking Tour

Every year, millions of people come to Central Florida to visit the world-famous theme parks and they think they have seen “Orlando”. But truth be …More

5.0 (1)

Orlando Self-Guided Historic App/GPS Audio Walking Tour

Every year, millions of people come to Central Florida to visit the world-famous theme parks and they think they have seen “Orlando”. But truth be...

60 to 90 minutes • Free Cancellation
5.0 (1)
from
$10
Enchantment and Elation: A Private Disney Springs Christmas

Enjoy a private, exclusive tour with your own local guide. Enchantment and Elation: A Disney Springs Christmas Journey” invites you to a world where the …More

5.0 (1)

Enchantment and Elation: A Private Disney Springs Christmas

Enjoy a private, exclusive tour with your own local guide. Enchantment and Elation: A Disney Springs Christmas Journey” invites you to a world where the...

2 hours • Free Cancellation
5.0 (1)
from
$292
Orlando Area 5 Day Self Guided Disney Save Tour & More

Discover Central Florida like a local—without breaking the bank! These self guided tours are your ultimate adventure hub, designed to turn any Disney-area vacation into …More

5.0 (1)

Orlando Area 5 Day Self Guided Disney Save Tour & More

Discover Central Florida like a local—without breaking the bank! These self guided tours are your ultimate adventure hub, designed to turn any Disney-area vacation into...

5 days
5.0 (1)
from
$15
Orlando Murder Mystery: Self-Guided Detective Walk

The streets of Orlando hold clues to a chilling murder. Can you piece together what happened on this self-guided walking quest? Your smartphone delivers clues, …More

Orlando Murder Mystery: Self-Guided Detective Walk

The streets of Orlando hold clues to a chilling murder. Can you piece together what happened on this self-guided walking quest? Your smartphone delivers clues,...

1 hour 30 minutes • Free Cancellation
from
$6
Snow, Ice & Lights - Holiday Celebrations Orlando Style

It's beginning to look a lot like Christmas! This very 'cool' tour will take you to three locations in Orlando that celebrate the holiday season …More

4.7 (3)

Snow, Ice & Lights - Holiday Celebrations Orlando Style

It's beginning to look a lot like Christmas! This very 'cool' tour will take you to three locations in Orlando that celebrate the holiday season...

6 hours • Hotel pickup offered
4.7 (3)
from
$119
Awesome Scavenger Hunt: Lake Eola's Art Scene & Scenery

Let’s Roam takes the lead in app-led adventure hunts! Embark on a thrilling journey to iconic landmarks and secret spots, where you’ll conquer trivia and …More

3.7 (6)

Awesome Scavenger Hunt: Lake Eola's Art Scene & Scenery

Let’s Roam takes the lead in app-led adventure hunts! Embark on a thrilling journey to iconic landmarks and secret spots, where you’ll conquer trivia and...

2 hours
3.7 (6)
from
$12
An Epic Scavenger Hunt: Feel the Adventure Breeze at WinterPark

Let’s Roam is the #1 app-led adventure hunt company. Explore the best landmarks and hidden gems, answering trivia questions and tackling challenges along the way. …More

3.3 (3)

An Epic Scavenger Hunt: Feel the Adventure Breeze at WinterPark

Let’s Roam is the #1 app-led adventure hunt company. Explore the best landmarks and hidden gems, answering trivia questions and tackling challenges along the way....

2 hours
3.3 (3)
from
$12
Self-Guided Walking Audio Tour around Lake Eola in Orlando

Take a self-guided GPS audio walk along the most beautiful path in Orlando around Lake Eola. This tour along the paved path around this iconic …More

4.0 (1)

Self-Guided Walking Audio Tour around Lake Eola in Orlando

Take a self-guided GPS audio walk along the most beautiful path in Orlando around Lake Eola. This tour along the paved path around this iconic...

1 to 2 hours
4.0 (1)
from
$8
Haunted Orlando: Downtown Ghost Hunt Escape Game

You are the Gatekeeper between the living and the dead, and you left the gate open. Souls have escaped into downtown Orlando. Hunt them down …More

3.0 (4)

Haunted Orlando: Downtown Ghost Hunt Escape Game

You are the Gatekeeper between the living and the dead, and you left the gate open. Souls have escaped into downtown Orlando. Hunt them down...

45 to 75 minutes • Free Cancellation
3.0 (4)
from
$7
Gastro Secrets of Winter Park - Foodie Walking Tour
What’s included
  • 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
  • Demonstrations and presentations during each visit.
  • Sample selection of delicious food and beverage items at each tour stop.
  • 10% discount all day on purchases and meals after the tour given by each tour stop location.

Take a bite out of the secret side of Winter Park and venture off Park Avenue on our unique Gastro Secrets of Winter Park Foodie …More

3.0 (1)

Gastro Secrets of Winter Park - Foodie Walking Tour

Take a bite out of the secret side of Winter Park and venture off Park Avenue on our unique Gastro Secrets of Winter Park Foodie...

2 hours • Free Cancellation
3.0 (1)
from
$72

Frequently Asked Questions

These answers are based on answers previously given to Cool Orlando customers' questions.

Recent tour reviews
Loved this tour!
New York City
Orlando’s Historical Highlights: A Self-Guided Audio Tour
Patricia_W, Aug 2026
Loved this tour!
This is a great way to get acquainted with the area's unique history.Very clear directions make this an easy audio tour to complete. Well done!
Read more
Great beer, great tour
New York City
Sanford’s Craft Beer and History Tour
Karen_C, Aug 2026
Great beer, great tour
Gary was incredibly informative on the history of craft beer. It was educational and something different to do in Hotlando. Highly recommend
Read more
One of the best tours
New York City
Savor Orlando Culinary Gems in Mills 50 Food Tour
B5627MHchristinaa, Aug 2026
One of the best tours
Tracy was so much fun and knowledgeable! Not only would I recommend this tour but anytime I’m in Orlando I will be booking another tour with her. Food and drinks were fantastic and shown some local hidden gems. Highly recommend
Read more
Amazing tour, amazing people
New York City
A Toast to the Ghost Haunted Pub Crawl in Downtown Orlando
918lauraleeh, Jul 2026
Amazing tour, amazing people
This was our 3rd tour with American Ghost Adventures. We started with the 2 hour downtown Orlando tour, then the Friday the 13th investigation at Dare to Escape, and tonight we did the haunted pub crawl. Every outing with this company has been fantastic, but I think this might have been my favorite. Beau was an absolutely amazing ghost host. He is extraordinarily knowledgeable and just gives off the best energy. We didn’t have as many ghostly encounters as our last 2 excursions, but we had the incredible opportunity to help connect with some new spirits. And the bars? Amazing. Some of the best cocktails I’ve ever had. This tour is worth every penny, and then some. Everyone we’ve met at American Ghost Adventures so far have been some of the most informative, most genuine people I’ve had the pleasure of meeting. I cannot recommend this company enough!!!
Read more
Ghost tour
New York City
Ghosts of Winter Park – A Chilling Walking Tour!
refcon, Jul 2026
Ghost tour
Great tour of stories through Winter Park. We’re long term residents but learned so much h. Who knew there were ghosts on Park Ave. we really enjoyed ourselves. Nice way to spend a couple hours of your evening.
Read more
Was great!! We had a wonderful time. It was fantastically interactive love how the updated the app to assign roles
New York City
Awesome Scavenger Hunt: Lake Eola’s Art Scene & Scenery
Camglee, Jul 2026
Was great!! We had a wonderful time. It was fantastically interactive love how the updated the app to assign roles
Was great!! We had a wonderful time. It was fantastically interactive love how the updated the app to assign roles
Read more
The Trendy Haunted Pub Tour
New York City
A Toast to the Ghost Haunted Pub Crawl in Downtown Orlando
msangeliquel, Jun 2026
The Trendy Haunted Pub Tour
This was our second time booking with American Ghost Adventures, and we truly appreciate how they support and keep track of their previous clients; it was wonderful to be remembered from last year.We recently completed the "A Toast to the Ghost Haunted Pub Crawl of Downtown Orlando." Our tour guide, Beau, was fantastic—our very own "SNL Stefon." He took us to several trendy haunted pubs and was incredibly knowledgeable about the history of both the venues and the city. The experience was both entertaining and informative.While we had a few ghost interactions, they weren't quite as frequent as during our first tour with you. Nonetheless, we had a great time.
Read more
Enjoyable experience
New York City
Sanford’s Craft Beer and History Tour
Culture26164247742, Jun 2026
Enjoyable experience
Took my dad on this tour for Father’s Day. Our guide was very knowledgeable about the history of craft beer and the local craft beer scene. I’m not a beer drinker myself but was pleasantly surprised and found myself enjoying the selections offered.
Read more
Good
New York City
Orlando’s Historical Highlights: A Self-Guided Audio Tour
AnaLila_P, Apr 2026
Good
Great, clear historical explanation and accurate. We like the ease instructions on how to use the app.
Read more
Stellar by all accounts!
New York City
Orlando : Private Custom Walking Tour with A Guide (Private Tour)
Jay_D, Mar 2026
Stellar by all accounts!
Roger was awesome. He has a ton of knowledge about the area, super chill and it made for a most excellent day. We learned so much about the area…there’s way more to Orlando than theme parks…that’s for sure.He was familiar with the property we were staying at and picked us up promptly on time. His demeanor was chill and inviting, we thoroughly enjoyed our day with him.
Read more
Nice feel of the joy of the season
New York City
Enchantment and Elation: A Private Disney Springs Christmas
carlottacH2300MO, Dec 2025
Nice feel of the joy of the season
The joyous ambiance and shimmering waters for our cherished memories. Amazing decorations and the twinkling lights. What a memorable tour.
Read more
Amazing Christmassy Tour of Gingerbread, Ice and Snow in Sunny Orlando!
New York City
Snow, Ice & Lights – Holiday Celebrations Orlando Style
ALWO24, Dec 2025
Amazing Christmassy Tour of Gingerbread, Ice and Snow in Sunny Orlando!
We have just returned home (UK) from a 12 day break to Orlando, we do not do the parks, but for the past 10 years have relied on Cool Destinations for our sightseeing and repeat trips to various locations we link in Florida.This year was the first time we have been able to book the Gingerbread, Ice and Snowfall tour with Cool Destinations and we can honestly say it did not disappoint.First of all Ishmael (our tour guide for a second tour this holiday) took us to a couple of the most amazing Disney Hotels to look at their Christmas trees and Gingerbread houses, followed by a trip to the Gaylords Palm resport to experience the Ice Sculptures, which were truly amazing. The evening was topped by a visit to Celebration where we were able to watch snow fall at 6pm and again at 7pm before leaving the area to return to our hotel.Ishmael made this tour extra special for us, he knows the areas so well and is able to give great commentary along the way which is always great to learn a bit more about the areas we are visiting, as well as hints and tips about things to look out for.We had Ishmael take us on another tour a few days earlier and he greeted us for this tour like long lost friends, so completley genuine and a lovely guy. We would look forward to seeing him again in the future next time we come back to Orlando.I cannot recommend this tour enough if you are visiting Orlando during the festive holiday period.Well done Cool Destinations and thank you to Ishmael for looking after us so well.
Read more
Fun time for all
New York City
Snow, Ice & Lights – Holiday Celebrations Orlando Style
Nicola_H, Dec 2025
Fun time for all
It was a great experience and very festive. The tour guide was great and super knowledgable. Pick up and drop off was exactly as described
Read more
Fun time with the application
New York City
Orlando Area 5 Day Self Guided Disney Save Tour & More
J_J, Oct 2025
Fun time with the application
Was a really good experience from all the locations was easy to identify and made a great time for us
Read more
Really worth trying!
New York City
Happy Hour Downtown Pub Crawl
travelersbest726, Jul 2025
Really worth trying!
“Everything was fresh, flavorful, and fast! I’ll definitely be back. I travel a lot, so I leave reviews when something’s really worth trying.”
Read more
More standing than...
New York City
Downtown Sanford Historical Tour
Yolanda_B, Jun 2025
More standing than...
More standing than walking, but explanations were great as was the use of the guide's tablet to show photos of the buildings " before"
Read more
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