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Orlando Cruises, Sailing & Water Tours

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Orlando Tours

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Clear Kayak Glow in the Dark Tour Through Winter Park
Likely to Sell Out
Likely to Sell Out
5.0 (103)

Clear Kayak Glow in the Dark Tour Through Winter Park

Be ready for a glow in the dark paddling excursion that will showcase Winter Park’s natural beauty from the water and lead guests through the...

1 hour 30 minutes
5.0 (103)
from
$90
Alexander Springs 4 Hour Guided Kayak/ Swim/ Snorkel Adventure
4.9 (16)

Alexander Springs 4 Hour Guided Kayak/ Swim/ Snorkel Adventure

Your native owner or operator has been operating tours on Silver River and many other Florida waterways for 20 years. He is a UF master...

4 hours • Free Cancellation
4.9 (16)
from
$95
Clearwater Beach Day Trip from Orlando with Upgrade Options
4.8 (160)

Clearwater Beach Day Trip from Orlando with Upgrade Options

Escape the theme parks and let us transport you to the white sands and turquoise waters at Clearwater Beach on the Gulf of Mexico. We...

12 hours • Free Cancellation
4.8 (160)
from
$100
Central Florida Everglades Airboat Tour from Orlando with Pickup
4.7 (217)

Central Florida Everglades Airboat Tour from Orlando with Pickup

Experience Florida's natural theme park on an airboat tour through the Central Florida Everglades. Get up a unique view of gators, birds and lush vegetation...

5 hours • Hotel pickup offered • Free Cancellation
4.7 (217)
from
$109
Private Orlando Bass Fishing Guide near iDrive
5.0 (26)

Private Orlando Bass Fishing Guide near iDrive

Escape the theme park crowds and experience private bass fishing on legendary Lake Toho in Kissimmee, one of Central Florida's premier largemouth bass fisheries. Conveniently...

2 to 6 hours • Free Cancellation
5.0 (26)
from
$113
2-Hour Airboat Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (1)

2-Hour Airboat Adventure

Get ready for the ultimate Florida adventure with a thrilling two-hour airboat tour through the wild and breathtaking Everglades! Led by experienced U.S. Coast Guard–licensed...

2 hours • Free Cancellation
5.0 (1)
from
$115
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
4.9 (2,517)

Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Enjoy a unique kayaking experience on this Small-Group Guided Glass Bottom Kayak Eco Tour of Rock Springs in Florida. Begin your tour with a quick...

2 hours 30 minutes
4.9 (2,517)
from
$119
Silver Springs Guided Kayak Tour with Orlando Shuttle
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
Silver Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
4.9 (569)

Silver Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Explore Silver Springs in a 100% clear kayak for a unique view of one of Florida’s most iconic spring systems. Guided by local experts, you’ll...

2 hours
4.9 (569)
from
$89
Glass Bottom Kayak Eco Tour through Rainbow Springs
4.9 (928)

Glass Bottom Kayak Eco Tour through Rainbow Springs

Enjoy a unique kayaking experience on this Small-Group Guided Glass Bottom Kayak Eco Tour of Rainbow Springs in Florida. Begin your tour with a quick...

2 hours
4.9 (928)
from
$89
Rainbow River Scenic Eco Cruise with Optional Snorkeling
5.0 (2)

Rainbow River Scenic Eco Cruise with Optional Snorkeling

Explore the stunning Rainbow River on a small-group sightseeing and snorkel cruise, where crystal-clear waters and lush Florida scenery come alive. Choose from peaceful morning...

2 hours • Free Cancellation
5.0 (2)
from
$125
Sea Screamer Boat Cruise in Clearwater Beach with Transport
4.8 (31)

Sea Screamer Boat Cruise in Clearwater Beach with Transport

Escape the theme parks for a day of fun in the sun on the Gulf of Mexico and Clearwater Beach. A splashy, wind-in-the-face adventure on...

11 hours • Free Cancellation
4.8 (31)
from
$129
Wild Florida Adventure Package Tour with Hotel Pickup & Lunch
4.8 (71)

Wild Florida Adventure Package Tour with Hotel Pickup & Lunch

On this 7 hour tour to the "Middle of Nowhere", guests will plunge into the natural Florida. While at Wild Florida guests will go on...

7 hours • Hotel pickup offered • Free Cancellation
4.8 (71)
from
$139
ICONic City Tour Of Orlando
4.6 (19)

ICONic City Tour Of Orlando

Get to know Orlando through a fun whirlwind tour, of all the interesting and important sites around the wonderful Florida city also known as The...

8 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.6 (19)
from
$139
Sunset Paddling Adventure
5.0 (1)

Sunset Paddling Adventure

We were founded in 1995, and all our guides are ACA-certified. They are all involved in eco-conservation and education in their spare time, and love...

2 hours • Free Cancellation
5.0 (1)
from
$140
Private Rodman Reservoir Fishing Trip Near Palatka
5.0 (33)

Private Rodman Reservoir Fishing Trip Near Palatka

Experience one of Florida's most celebrated trophy bass fisheries on a private fishing charter at legendary Rodman Reservoir near Palatka. Consistently ranked among the state's...

4 hours • Free Cancellation
5.0 (33)
from
$150
Private Lake Okeechobee Fishing Trip From Orlando
Likely to Sell Out
Likely to Sell Out
5.0 (66)

Private Lake Okeechobee Fishing Trip From Orlando

Experience one of Florida's most legendary bass fishing destinations on a private guided trip to world-famous Lake Okeechobee, just a short drive from Orlando. Known...

4 to 6 hours • Free Cancellation
5.0 (66)
from
$163
Private Lake Okeechobee Fishing Charter Near Fort Pierce
5.0 (51)

Private Lake Okeechobee Fishing Charter Near Fort Pierce

Discover a completely different side of Florida with a private Lake Okeechobee bass fishing charter just a short drive from Fort Pierce. While the Treasure...

4 to 6 hours • Free Cancellation
5.0 (51)
from
$169
Manatee Snorkeling Adventure Tour with Lunch & Hotel Pickup
4.8 (266)

Manatee Snorkeling Adventure Tour with Lunch & Hotel Pickup

Come and enjoy the real Florida! Get up-close with the gentle manatee and see the beauty of Crystal River as you explore the Homosassa State...

8 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.8 (266)
from
$169
Private Lake Apopka Bass Fishing Charter Near Orlando
5.0 (21)

Private Lake Apopka Bass Fishing Charter Near Orlando

Are you visiting Orlando and looking for something unique to do with your family, the Butler Chain of Lakes is a hidden gem of Central...

4 to 6 hours • Free Cancellation
5.0 (21)
from
$183

Frequently Asked Questions

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

Recent tour reviews
A must do
New York City
Rainbow River Scenic Eco Cruise with Optional Snorkeling
JWL5B9, Sep 2026
A must do
It was a wonderful wildlife experience! The guide stopped and let let us follow the otter. Fun old Florida trip.
Read more
Clearwater
New York City
Clearwater Beach Day Trip from Orlando with Upgrade Options
29kieranj, Sep 2026
Clearwater
Clearwater Beach was an unforgettable experience! Mauricio Sanchez made our day so friendly and engaging. The blue waters and white sands truly are riveting. Highly recommend this beautiful escape!
Read more
Clearwater
New York City
Clearwater Beach Day Trip from Orlando with Upgrade Options
craney-316, Sep 2026
Clearwater
The trip to Clearwater was amazing and all round definitely worth the trip
Read more
Super day
New York City
Manatee Snorkeling Adventure Tour with Lunch & Hotel Pickup
Y5949JRstephenw, Sep 2026
Super day
Adam greater us with a friendly smile and welcoming words. He was knowledgeable and entertaining throughout our day around the parks and activities, I can highly recommend Adam and this tour. 5 stars throughout, super guy, super day thank you sir!
Read more
Adam is a great guide
New York City
Manatee Snorkeling Adventure Tour with Lunch & Hotel Pickup
E961UNrebeccaw, Sep 2026
Adam is a great guide
Had a fabulous day as a small group of 5 people plus our tour guide Adam Very knowledgeable and enthusiastic would highly recommend
Read more
Kayak tour
New York City
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
707natl, Sep 2026
Kayak tour
Great. My tour guide was Megan and she was very knowledgeable and professional
Read more
Excellent kayak trip
New York City
Glass Bottom Kayak Eco Tour through Rainbow Springs
Q8460GHgregr, Sep 2026
Excellent kayak trip
Excellent trip. Andy was a great knowledgeable guide.
Read more
Largemouth bass trip 6/9/26
New York City
Private Lake Okeechobee Fishing Trip From Orlando
677archien, Sep 2026
Largemouth bass trip 6/9/26
After much persuasion to get my 15-year-old Son out with me, we booked with Capt. Kayman! What an experience!! Neither of us had done it before, and we can safely say that was the highlight of our holiday! we caught a lot of Largemouth bass. Very professional captain! Would thoroughly recommend it!! Cheers, Kayman. :)
Read more
Upstream workout for downstream bliss
New York City
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
EGiles18, Sep 2026
Upstream workout for downstream bliss
Megan was lovely and made us feel relaxed on the trip. She was very supportive and pointed out key spots along the trip.Would recommend a morning a lot as there’s less people to navigate which is helpful if you aren’t as coordinated as others.
Read more
Very attentive
New York City
Central Florida Everglades Airboat Tour from Orlando with Pickup
B530FGanthonyo, Sep 2026
Very attentive
Adam was a Very attentive guide. Nothing was to much trouble.
Read more
Great day out
New York City
Central Florida Everglades Airboat Tour from Orlando with Pickup
672kareno, Sep 2026
Great day out
Brilliant day at boggy creek and gatorland. Adam was very helpful,friendly and informative. Given enough time to experience everything and picked up at the door.
Read more
Nothing like a Florida sunset
New York City
Sunset Paddling Adventure
N7667MJnoahm, Aug 2026
Nothing like a Florida sunset
Unique date adventure for couples seeking an immersive native Florida experience. The intimacy of you and the environment was a great way to appreciate a Florida sky, with all of it's stunning colors that the sunset brings out, and Terra was super knowledgeable pointing out plant and animals species. Perfect for sky-gazers, would definitely recommend!
Read more
Awesome Trip - would recommend!
New York City
Private Lake Okeechobee Fishing Trip From Orlando
ebonyk632, Aug 2026
Awesome Trip - would recommend!
I can't recommend this trip highly enough. captain Paul is really friendly and helpful. Also, Joe, who helped with our online booking, was helpful too. The whole trip takes around 4 hours. I went out with my 12-year-old daughter. Everyone gets their own rod, to try and catch non stop Largemouth bass . During the trip we saw the beauty of nature with stories from previous fishing excursions. All in all, a great way to spend a couple of hours away from the iPad!
Read more
Absolutely Great Time!!
New York City
Private Lake Okeechobee Fishing Charter Near Fort Pierce
tylertF1786UE, Aug 2026
Absolutely Great Time!!
Chartered out the boat with my wife and two children. Had a brilliant time. DJ was very friendly and knowledgeable. We all caught Largemouth bass!! Knew where to fish and good with kids. Highly recommended, and see you soon again!
Read more
Super relaxing and adventurous at the same time!
New York City
Alexander Springs 4 Hour Guided Kayak/ Swim/ Snorkel Adventure
S4319DDjonasm, Aug 2026
Super relaxing and adventurous at the same time!
Justin, our guide was awesome and easy to talk to. The springs were amazing and the wild life while kayaking was crazy good!
Read more
Amazing time!
New York City
Alexander Springs 4 Hour Guided Kayak/ Swim/ Snorkel Adventure
beniciom943, Aug 2026
Amazing time!
Justin was awesome, great views and incredible experience. Wish they had that back in New York!
Read more
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