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Orlando Self-guided Tours & Rentals

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Orlando Tours

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Enjoy a Pontoon on our beautiful Lake Bryan.

The venue is Key West inspired for a relaxing escape from the hustle and bustle of Orlando!  This 2-hour boat rental is for your group …More

5.0 (3)

Enjoy a Pontoon on our beautiful Lake Bryan.

The venue is Key West inspired for a relaxing escape from the hustle and bustle of Orlando!  This 2-hour boat rental is for your group...

2 hours • Free Cancellation
5.0 (3)
from
$275
Full Day Polaris Slingshot Adventure for 8 Hours

“The ride was smooth the check in and out process was amazing and fast we will definitely do it again…”

— 506latoyas

We are an official Polaris Adventure Outfitter specializing in Polaris Slingshot adventure rentals. Our vehicles are top of the line and kept in great shape …More

5.0 (1)

Full Day Polaris Slingshot Adventure for 8 Hours

We are an official Polaris Adventure Outfitter specializing in Polaris Slingshot adventure rentals. Our vehicles are top of the line and kept in great shape...

8 hours • Free Cancellation
5.0 (1)
from
$200
Outdoor Escape Room in Orlando - Lake Eola Park Area

An immersive clue-solving adventure around Orlando's beautiful Lake Eola Park. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never …More

4.8 (18)

Outdoor Escape Room in Orlando - Lake Eola Park Area

An immersive clue-solving adventure around Orlando's beautiful Lake Eola Park. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never...

2 hours
4.8 (18)
from
$75
Self Guided GoBoat Rental in Silver Springs

Explore the beautiful Silver River on a 2 to 4-hour self-guided GoBoat rental in Silver Springs. Cruise through crystal-clear waters and discover one of Florida’s …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Self Guided GoBoat Rental in Silver Springs

Explore the beautiful Silver River on a 2 to 4-hour self-guided GoBoat rental in Silver Springs. Cruise through crystal-clear waters and discover one of Florida’s...

2 to 4 hours • Free Cancellation
5.0 (1)
from
$70
Electric Bike Rentals in The Villages Florida

We are the ultimate Bike Rental in The Villages. Featuring door to door delivery and pick up with no fee. Electric Bikes and comfy cruisers. …More

5.0 (5)

Electric Bike Rentals in The Villages Florida

We are the ultimate Bike Rental in The Villages. Featuring door to door delivery and pick up with no fee. Electric Bikes and comfy cruisers....

8 hours • Free Cancellation
5.0 (5)
from
$65
Rainbow Springs Clear Kayak and Paddleboard Rentals

**Paddle. Snorkel. Explore. Repeat.** Discover the magic of **Rainbow Springs** like never before in a **clear kayak**—where the water is so clear, you'll feel like …More

4.7 (18)

Rainbow Springs Clear Kayak and Paddleboard Rentals

**Paddle. Snorkel. Explore. Repeat.** Discover the magic of **Rainbow Springs** like never before in a **clear kayak**—where the water is so clear, you'll feel like...

3 hours • Free Cancellation
4.7 (18)
from
$60
Silver Springs Kayak Rental - The Best Florida Adventure

Come experience the magic of this famous river on this Self-Guided adventure. You will paddle your kayak downstream and enjoy the age-old beauty and abundant …More

4.7 (37)

Silver Springs Kayak Rental - The Best Florida Adventure

Come experience the magic of this famous river on this Self-Guided adventure. You will paddle your kayak downstream and enjoy the age-old beauty and abundant...

3 hours • Free Cancellation
4.7 (37)
from
$60
2-Hour Stand Up Paddleboard Rental from Lake Buena Vista Area

Your 2-hour Stand up Paddle Board rental includes life jackets and paddles. Leave from a private beach and enjoy the natural, scenic beauty of Lake …More

5.0 (2)

2-Hour Stand Up Paddleboard Rental from Lake Buena Vista Area

Your 2-hour Stand up Paddle Board rental includes life jackets and paddles. Leave from a private beach and enjoy the natural, scenic beauty of Lake...

1 hour • Free Cancellation
5.0 (2)
from
$59
Silver Springs Self Guided Clear Kayak Rentals

Experience the crystal clear water of Silver Springs State Park in a self-guided clear tandem kayak. Manatees, wild monkeys, epic water birds, turtles, otters, and …More

Likely to Sell Out
Likely to Sell Out
5.0 (113)

Silver Springs Self Guided Clear Kayak Rentals

Experience the crystal clear water of Silver Springs State Park in a self-guided clear tandem kayak. Manatees, wild monkeys, epic water birds, turtles, otters, and...

2 hours • Free Cancellation
5.0 (113)
from
$52
2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando

Lake Ivanhoe offers one of the most relaxing paddling environments in Orlando — just minutes from downtown yet away from crowded attractions. The spring-fed water …More

4.8 (108)

2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando

Lake Ivanhoe offers one of the most relaxing paddling environments in Orlando — just minutes from downtown yet away from crowded attractions. The spring-fed water...

2 hours • Free Cancellation
4.8 (108)
from
$45
E-Bike Rental - 2 Hour Rental in Historic Downtown Sanford

Take an adventure in Historic Downtown Sanford! Rent an e-bike pedal assist and cruise through historic downtown Sanford, check out the historic homes in the …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

E-Bike Rental - 2 Hour Rental in Historic Downtown Sanford

Take an adventure in Historic Downtown Sanford! Rent an e-bike pedal assist and cruise through historic downtown Sanford, check out the historic homes in the...

2 hours • Free Cancellation
5.0 (1)
from
$45
Clear Canoeing and Wildlife Sightseeing at Silver Springs

Rent our 100% Clear Canoes and paddle down the beautiful spring fed Silver River! While paddling you will come across local wildlife such as birds, …More

4.8 (94)

Clear Canoeing and Wildlife Sightseeing at Silver Springs

Rent our 100% Clear Canoes and paddle down the beautiful spring fed Silver River! While paddling you will come across local wildlife such as birds,...

1 hour 30 minutes • Free Cancellation
4.8 (94)
from
$35
24 Speed Hybrid Road Bike Rental

WE ARE THE ULTIMATE PEDAL AND ELECTRIC BIKE RENTAL IN THE VILLAGES! WE DON’T HAVE A STORE... WE DELIVER TO YOUR DOOR! …More

5.0 (1)

24 Speed Hybrid Road Bike Rental

WE ARE THE ULTIMATE PEDAL AND ELECTRIC BIKE RENTAL IN THE VILLAGES! WE DON’T HAVE A STORE... WE DELIVER TO YOUR DOOR!...

1 day • Free Cancellation
5.0 (1)
from
$35
Electric Bike Rentals in The Villages Florida with Delivery

Our beautifully crafted bicycles set a new standard for a rental bike. Easy on and off, 7 speed grip shifter, full suspension adjustable leather seats, …More

5.0 (3)

Electric Bike Rentals in The Villages Florida with Delivery

Our beautifully crafted bicycles set a new standard for a rental bike. Easy on and off, 7 speed grip shifter, full suspension adjustable leather seats,...

1 to 7 days • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$29
2-Hour Bike Rental in Historic Downtown Sanford

Take an adventure in Historic Downtown Sanford! Rent an adventure hybrid bike and cruise through Historic Downtown Sanford, check out the historic homes in the …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

2-Hour Bike Rental in Historic Downtown Sanford

Take an adventure in Historic Downtown Sanford! Rent an adventure hybrid bike and cruise through Historic Downtown Sanford, check out the historic homes in the...

2 hours • Free Cancellation
5.0 (1)
from
$25
Village Bicycle Rental Free Delivery in The Villages Florida

The weather is beautiful, and the multi modal path and pedestrian trails are open, allowing you to get outside and exercise. Our operating hours are …More

5.0 (13)

Village Bicycle Rental Free Delivery in The Villages Florida

The weather is beautiful, and the multi modal path and pedestrian trails are open, allowing you to get outside and exercise. Our operating hours are...

1 to 30 days • Free Cancellation
5.0 (13)
from
$25
Rainbow Springs Paddle Craft Rentals

What sets this rental apart? The right gear, local knowledge, and three full hours to soak in one of Florida's most beautiful rivers. Choose a …More

5.0 (1)

Rainbow Springs Paddle Craft Rentals

What sets this rental apart? The right gear, local knowledge, and three full hours to soak in one of Florida's most beautiful rivers. Choose a...

3 hours • Free Cancellation
5.0 (1)
from
$25
Silver Springs Paddle Craft Rentals

What sets our rentals apart? Local expertise and the best fleet on the river. We're one of the only outfitters offering a wide array of …More

4.0 (1)

Silver Springs Paddle Craft Rentals

What sets our rentals apart? Local expertise and the best fleet on the river. We're one of the only outfitters offering a wide array of...

2 hours • Free Cancellation
4.0 (1)
from
$25
Disney Springs Dash Scavenger Hunt

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 …More

3.5 (2)

Disney Springs Dash Scavenger Hunt

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...

2 hours • Free Cancellation
3.5 (2)
from
$23
Kooky Kissimmee Scavenger Hunt

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 …More

4.5 (2)

Kooky Kissimmee Scavenger Hunt

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...

2 hours • Free Cancellation
4.5 (2)
from
$20

Frequently Asked Questions

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

Recent tour reviews
Ryan was an excellent...
New York City
Rainbow Springs Clear Kayak and Paddleboard Rentals
Nina_B, Sep 2026
Ryan was an excellent...
Ryan was an excellent host. We were beginners and he made sure we were comfortable before leaving us.
Read more
Great experience
New York City
Self Guided GoBoat Rental in Silver Springs
jessicarU5948RM, Sep 2026
Great experience
My son’s and I rented a double goboat today on Silver Springs. We had an amazing time! Got to see tons of wildlife, including turtles, a baby alligator and some monkeys. The water was also crystal clear in a lot of areas and really relaxing . The launch area was very easy to find as well, and we would definitely recommend it!
Read more
Fantastic and peaceful
New York City
Silver Springs Self Guided Clear Kayak Rentals
Parkergb6, Sep 2026
Fantastic and peaceful
Booking was really simple direct through the site and as soon as we booked all confirmed with email and text. Comprehensive pre arrival briefing given and clear contact details. Arrival we were greeted by Justin, who put us at ease and explained things fully. Really easy to engage with. Assisted us getting going and afterwards picked us up promptly and returned us to our car. Will not hesitate to recommend this company to our friends coming to Florida in the near future.
Read more
Great paddling on Rainbow River!
New York City
Rainbow Springs Paddle Craft Rentals
Berkeley_B, Sep 2026
Great paddling on Rainbow River!
Roman went above and beyond to get us on the river. There was a computer glitch, which delayed us so we had to cut our time short. Our daughter and son-in-law were visiting. We had a wonderful time paddling the clear kayaks and we saw a lot of wildlife. Thanks, Roman!
Read more
Good price and Rebecca...
New York City
Clear Canoeing and Wildlife Sightseeing at Silver Springs
Charlene_A, Sep 2026
Good price and Rebecca...
Good price and Rebecca was amazing!! Would definitely recommend. Great experience for the family....
Read more
Wonderful
New York City
Rainbow Springs Clear Kayak and Paddleboard Rentals
Nick_S, Sep 2026
Wonderful
Wonderful experience! Sassys met all of our expectations and then some. We will definitely be booking another trip to see the rest of the River.
Read more
Beautiful clear water and skies and animals and lions and tigers and bears oh my!
New York City
Silver Springs Self Guided Clear Kayak Rentals
malikk259, Aug 2026
Beautiful clear water and skies and animals and lions and tigers and bears oh my!
Incredible experience, great staff, highly recommend!
Read more
Very Fun Area to Explore
New York City
E-Bike Rental – 2 Hour Rental in Historic Downtown Sanford
Harold_A, Jul 2026
Very Fun Area to Explore
Friendly nice bike shop. Great 5 mile bike path goes along the shore of Lake Monroe. Quiet residential streets to explore too. Historical downtown location.
Read more
Beautiful clear water and...
New York City
Silver Springs Kayak Rental – The Best Florida Adventure
LindaM_S, Jul 2026
Beautiful clear water and...
Beautiful clear water and quiet surroundings. You can see a lot of birds, fish, some manatees, alligators, turtles and maybe a monkey or two.
Read more
Fun, wet, exercise and funny
New York City
2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando
10ethane, Jul 2026
Fun, wet, exercise and funny
The experience is amazing it is so fun especially if you have rich as your tour guide because he gives you fun facts about stuff.
Read more
Wonderful time!
New York City
Clear Canoeing and Wildlife Sightseeing at Silver Springs
Carley_R, Jul 2026
Wonderful time!
Rebecca was very knowledgeable about where to go on the river and was very sweet with our kids. We had a wonderful time! We saw lots of gators, fish, otters and monkeys!!
Read more
Epic Kayak excursions
New York City
2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando
132jadenw, Jul 2026
Epic Kayak excursions
This was AMAZING! An amazing experience all around
Read more
Wonderful Escape room experience while discovering more of Orlando
New York City
Outdoor Escape Room in Orlando – Lake Eola Park Area
mattvS4971GZ, Jul 2026
Wonderful Escape room experience while discovering more of Orlando
My family and I purchased this escape game package and had a wonderful time. We have lived in Orlando for 20 years and this showed us a few places we had never seen before. We had an exception time. Kids: 12, 14, 21. All 3 were able to participate and help with the solutions.
Read more
Responsive tour operator with great equipment
New York City
Silver Springs Kayak Rental – The Best Florida Adventure
wanderingCeliac, Jul 2026
Responsive tour operator with great equipment
Kayaks were in great condition. We were provided with a helpful map. We saw 10 manatees, an otter, multiple alligators, and likely over 100 turtles. It was less busy on a Monday, so we had long stretches of the springs to ourselves. Drop off and pick-up was easy. (This was a self-guided tour).
Read more
Eye Opener
New York City
Kooky Kissimmee Scavenger Hunt
colette a, Mar 2026
Eye Opener
We’ve been coming to Kissimmee for 33 years to a timeshare. We had no idea Kissimmee had an historic downtown. I hate chain restaurants and stores! now I have someplace I will look forward to coming to for the next 20 years. That said, we’ve done many scavenger hunts in other cities and this is one of the best! After we completed each task, we got immediate feedback over WhatsApp.
Read more
Very fun date
New York City
Outdoor Escape Room in Orlando – Lake Eola Park Area
199tannerz, Feb 2026
Very fun date
The game was a perfect Valentine’s Day date! It gave us a really fun activity to do while walking around Lake Eola before getting our Valentines Day Dinner. The puzzles were fun but not too challenging. They weren’t too easy either! A great date!
Read more
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