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Orlando Luxury Tours

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Orlando Tours

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Orlando Brewery Tasting at 3 Local Breweries Tour

Discover Orlando's vibrant craft beer scene on this guided small-group brewery tour, limited to 10 guests for a more personal and social experience. You’ll visit …More

4.7 (3)

Orlando Brewery Tasting at 3 Local Breweries Tour

Discover Orlando's vibrant craft beer scene on this guided small-group brewery tour, limited to 10 guests for a more personal and social experience. You’ll visit...

4 hours • Free Cancellation
4.7 (3)
from
$129
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
Clear Kayak Eco Tour in Rainbow River with Snorkeling

Currently available Fridays and Sundays at 8am Explore the stunning Rainbow River in Dunnellon, Florida, from the comfort of a clear-bottom kayak. This guided eco …More

5.0 (1)

Clear Kayak Eco Tour in Rainbow River with Snorkeling

Currently available Fridays and Sundays at 8am Explore the stunning Rainbow River in Dunnellon, Florida, from the comfort of a clear-bottom kayak. This guided eco...

3 hours • Free Cancellation
5.0 (1)
from
$75
Guided Paddleboard Snorkel Tour in Rainbow River

Explore Rainbow River in Dunnellon, Florida aboard a clear-bottom kayak. Paddle through crystal-clear spring water surrounded by wildlife and beautiful scenery. Great for families and …More

5.0 (1)

Guided Paddleboard Snorkel Tour in Rainbow River

Explore Rainbow River in Dunnellon, Florida aboard a clear-bottom kayak. Paddle through crystal-clear spring water surrounded by wildlife and beautiful scenery. Great for families and...

3 hours • Free Cancellation
5.0 (1)
from
$75
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
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
Orlando Private City Sightseeing Tour with Pickup

On this tour, you get to visit places with 100+ attractions and restaurants there will never be a dull moment. You get to swim on …More

4.5 (8)

Orlando Private City Sightseeing Tour with Pickup

On this tour, you get to visit places with 100+ attractions and restaurants there will never be a dull moment. You get to swim on...

8 hours • Hotel pickup offered • Free Cancellation
4.5 (8)
from
$135
Orlando to Clearwater Dolphin Watch Gulf of America Small Group

Leave Orlando behind and spend the day on Florida’s breathtaking Gulf Coast at Clearwater Beach. Known for its powdery white sand and calm, crystal-clear waters, …More

4.4 (7)

Orlando to Clearwater Dolphin Watch Gulf of America Small Group

Leave Orlando behind and spend the day on Florida’s breathtaking Gulf Coast at Clearwater Beach. Known for its powdery white sand and calm, crystal-clear waters,...

10 hours • Hotel pickup offered • Free Cancellation
4.4 (7)
from
$88
Epic 2-Hour Kissimmee E-Bike Adventure Awaits with Toho Bikes!

Escape the theme park crowds and embark on an exhilarating 2-hour self-guided electric pedal-assist mountain bike tour with Toho Bikes in Kissimmee! Perfect for thrill-seekers …More

4.5 (6)

Epic 2-Hour Kissimmee E-Bike Adventure Awaits with Toho Bikes!

Escape the theme park crowds and embark on an exhilarating 2-hour self-guided electric pedal-assist mountain bike tour with Toho Bikes in Kissimmee! Perfect for thrill-seekers...

2 hours • Free Cancellation
4.5 (6)
from
$49
Kissimmee, St. Cloud Self Guided Lakefront Tour on eBike 4 hrs

Escape the Theme Parks - Embrace Adventure! Pedal (with electric assist!) through the breathtaking lakefronts of Kissimmee and St. Cloud on a state-of-the-art electric bike. …More

5.0 (2)

Kissimmee, St. Cloud Self Guided Lakefront Tour on eBike 4 hrs

Escape the Theme Parks - Embrace Adventure! Pedal (with electric assist!) through the breathtaking lakefronts of Kissimmee and St. Cloud on a state-of-the-art electric bike....

4 hours • Free Cancellation
5.0 (2)
from
$79
2 hours E-Bike with 2-Child Trailer Kissimmee Lakefront Tour

Embark on a lakefront adventure on this electric bike tour and bring along 1 or 2 children ages 1 to 5 years old in the …More

5.0 (1)

2 hours E-Bike with 2-Child Trailer Kissimmee Lakefront Tour

Embark on a lakefront adventure on this electric bike tour and bring along 1 or 2 children ages 1 to 5 years old in the...

2 hours • Free Cancellation
5.0 (1)
from
$69
Family pack 48 Miles Helicopter Tour over Theme Parks & Downtown

Family of 4pax 30 minutes Day or After hours Tour (48 Miles) - On this tour you'll go over all the theme parks & Downtown …More

5.0 (1)

Family pack 48 Miles Helicopter Tour over Theme Parks & Downtown

Family of 4pax 30 minutes Day or After hours Tour (48 Miles) - On this tour you'll go over all the theme parks & Downtown...

45 to 60 minutes • Free Cancellation
5.0 (1)
from
$176
After hours 31 Mile Helicopter Tour Over All The Theme Parks

You will fly over all the theme parks! You will go over Aquatica, Epic Universe (new theme park), Orlando Eye, ICON Park, Universal Studios, Island …More

5.0 (1)

After hours 31 Mile Helicopter Tour Over All The Theme Parks

You will fly over all the theme parks! You will go over Aquatica, Epic Universe (new theme park), Orlando Eye, ICON Park, Universal Studios, Island...

18 to 20 minutes • Free Cancellation
5.0 (1)
from
$163
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
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
1 Hr Eco Adventure Scenic Wildlife Boat Cruise

Explore the beauty of nature on this 1-hour Eco Adventure cruise. Glide along pristine waters while knowledgeable guides provide insights into the local ecosystem. Marvel …More

5.0 (1)

1 Hr Eco Adventure Scenic Wildlife Boat Cruise

Explore the beauty of nature on this 1-hour Eco Adventure cruise. Glide along pristine waters while knowledgeable guides provide insights into the local ecosystem. Marvel...

1 hour • Free Cancellation
5.0 (1)
from
$45
Silver Springs Guided Kayak Tour with Orlando Shuttle

Explore Florida's iconic Silver Springs on a guided 2.5-mile kayak tour. Paddle through crystal-clear waters, observing diverse wildlife such as manatees, turtles, and otters, all …More

5.0 (2)

Silver Springs Guided Kayak Tour with Orlando Shuttle

Explore Florida's iconic Silver Springs on a guided 2.5-mile kayak tour. Paddle through crystal-clear waters, observing diverse wildlife such as manatees, turtles, and otters, all...

5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$119
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
$270
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
$46
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

Frequently Asked Questions

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

Recent tour reviews
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
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
5 STAR
New York City
Orlando to Clearwater Dolphin Watch Gulf of America Small Group
joseaA444HR, Jun 2026
5 STAR
Got free time for my business travel,so I booked this trip, excellent experience the Tour Guide is very friendly and knowledgeable will book with them again five star for sure.
Read more
Rainbow River Paddle/Snorkel tour
New York City
Guided Paddleboard Snorkel Tour in Rainbow River
stevebL4066ZK, Jun 2026
Rainbow River Paddle/Snorkel tour
Captain Scotty was great. He had everything ready for us when we arrived. The boards are good quality epoxy boards not the inflatable type. Snorkel equipment was good too. Scotty went over techniques to free dive to the deepest areas of the river. Also very knowledgeable about the sea life in the river. I’m looking forward to booking more trips with Waters edge tours.
Read more
Great experience!!
New York City
Clear Kayak Eco Tour in Rainbow River with Snorkeling
857marissas, Jun 2026
Great experience!!
We had an incredible experience with Water’s Edge Kayak Tours. Captain Scotty’s expertise made us feel completely at ease, and the scenery was breathtaking. The one-on-one tour felt personal, and we were able to soak in every moment. We’ll absolutely be back for more adventures with them!
Read more
Great way to bc spend 4 hours
New York City
Kissimmee, St. Cloud Self Guided Lakefront Tour on eBike 4 hrs
Paula_A, Mar 2026
Great way to bc spend 4 hours
This is our 2nd year back to see Sean and the bikes . It is a great way to spend a morning or afternoon. Easy to use bikes the cycle route is easy to navigate plenty to see at a leisurely pace . We will be back again next year .
Read more
Super recommended
New York City
Orlando Brewery Tasting at 3 Local Breweries Tour
486paulaa, Mar 2026
Super recommended
We had a great experience celebrating my boyfriend's birthday. The breweries that we visited were very cool, exploring/drinking around Orlando without the worry of driving! Also, Karl was very kind and patient.
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
Helicopter ride
New York City
After hours 31 Mile Helicopter Tour Over All The Theme Parks
clintr309, Feb 2026
Helicopter ride
All was very fun. Good experience having never been in a helicopter before would recommend doing it during the daytime much of Disney is dark at night.
Read more
Great adventure!!
New York City
Epic 2-Hour Kissimmee E-Bike Adventure Awaits with Toho Bikes!
Lori_K, Feb 2026
Great adventure!!
So fun!! Sean was awesome, they went above and beyond with all the amenities I hadn’t even considered.
Read more
Bad Ass!!
New York City
Orlando Brewery Tasting at 3 Local Breweries Tour
msV1898CL, Feb 2026
Bad Ass!!
For my Valentine's Day gift, my wife booked this excursion. When both of us arrived at the meeting point, we were apprehensive. Only for the fact that we were the only people there. Once we saw the van arrive and then Karl greeted us, party on!!! We went to 3 brewiers, each one with their own eclectic flair. During the drive, Karl was very informative and entertaining. All the breweries were awesomeness. For one of the places, we were able to substitute a flight for ciders. It helps make the tour more personal. Different flavors at each location as well as atmosphere. We will definitely book again when we come back to Orlando.
Read more
Fantastic group experience
New York City
Silver Springs Guided Kayak Tour with Orlando Shuttle
Jet50922153429, Feb 2026
Fantastic group experience
We came as a group of friends and had such a great time with Sunshine Paddle Tours. Everything was super easy from the shuttle pickup to the actual kayak tour. The scenery was beautiful, the water was amazing, and the whole experience was relaxing but also fun. The guides were friendly, organized, and made everyone feel comfortable, even those who don’t kayak often. It honestly turned into one of the highlights of our trip. Definitely recommend if you want a fun outdoor experience with friends!
Read more
Amazing kayak experience! Highly recommended!
New York City
Silver Springs Guided Kayak Tour with Orlando Shuttle
W5917TZagnesb, Feb 2026
Amazing kayak experience! Highly recommended!
We had such a wonderful experience with Sunshine Paddle Tours! The whole trip was smooth, well organized, and truly beautiful. The water was crystal clear, nature was stunning, and the guides were friendly, professional, and made everyone feel comfortable. The shuttle option made everything super easy, and the tour itself was relaxing but also exciting. Definitely one of the highlights of our trip , we would absolutely do it again!
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
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