(800) 814 COOL Questions? Call Us Now!

Fort Myers Cruises, Sailing & Water Tours

53 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
40
42
21
Duration Clear
1
46
15
0
0
Price Clear
$0 $500+
Rating Clear
53
53
53
Specials Clear
53
20
0
24
0
Features Clear
1
29
48
3
41
0
Accessibility Clear
9
30
47
Families Clear
17
25
2

Fort Myers Tours

Attractions

Guides

Calendar

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to …More

Likely to Sell Out
Likely to Sell Out
5.0 (4)

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to...

2 hours • Free Cancellation
5.0 (4)
from
$449
Sonnys Boat Tours Full Day Sand Bar Adventure Englewood, Florida

We start our day meeting at the Manasota beach boat ramp. We then board our 24' pontoon boat. The boat is fully equipped with Bluetooth …More

5.0 (12)

Sonnys Boat Tours Full Day Sand Bar Adventure Englewood, Florida

We start our day meeting at the Manasota beach boat ramp. We then board our 24' pontoon boat. The boat is fully equipped with Bluetooth...

7 hours • Free Cancellation
5.0 (12)
from
$975
2 Hour Private Tiki Cruise

Our mission statement is “We build boats that put smiles on people’s faces… one cruise at a time!” Our franchise opportunities extend our mission statement …More

5.0 (8)

2 Hour Private Tiki Cruise

Our mission statement is “We build boats that put smiles on people’s faces… one cruise at a time!” Our franchise opportunities extend our mission statement...

2 hours • Free Cancellation
5.0 (8)
from
$360
Everglades Day Safari from Fort Myers/Naples Area

Spend a full day exploring the wilderness of the Everglades on this adventure from the Greater Fort Myers/Naples area. With your naturalist guide, take an …More

4.8 (336)

Everglades Day Safari from Fort Myers/Naples Area

Spend a full day exploring the wilderness of the Everglades on this adventure from the Greater Fort Myers/Naples area. With your naturalist guide, take an...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.8 (336)
from
$250
2.5 hr Sailboat Tour aboard Orion's Child

Cool SWFL Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple …More

Likely to Sell Out
Likely to Sell Out
5.0 (92)

2.5 hr Sailboat Tour aboard Orion's Child

Cool SWFL Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple...

2 hours 30 minutes • Free Cancellation
5.0 (92)
from
$130
Guided Kayak Dolphin Eco Tour in Pelican Bay

This tour will take you along an all natural shoreline of beaches and Mangroves. Here you can explore some of the mangrove lined canals, creeks, …More

Likely to Sell Out
Likely to Sell Out
4.8 (24)

Guided Kayak Dolphin Eco Tour in Pelican Bay

This tour will take you along an all natural shoreline of beaches and Mangroves. Here you can explore some of the mangrove lined canals, creeks,...

150 to 180 minutes • Free Cancellation
4.8 (24)
from
$70
Kayak Eco Tour in Don Pedro Island

Discover the wonders of Don Pedro Island! Dive into adventure on a kayaking eco tour with the areas most experienced tour guides. Your tour guide …More

5.0 (160)

Kayak Eco Tour in Don Pedro Island

Discover the wonders of Don Pedro Island! Dive into adventure on a kayaking eco tour with the areas most experienced tour guides. Your tour guide...

120 to 150 minutes • Free Cancellation
5.0 (160)
from
$85
Fort Myers Beach 90 Minute Round Tiki Boat Cruise

Climb aboard our custom round tiki boat for a 90-minute public cruise that blends tropical vibes with easygoing fun. Bring your favorite beverages (cooler and …More

Likely to Sell Out
Likely to Sell Out
4.9 (27)

Fort Myers Beach 90 Minute Round Tiki Boat Cruise

Climb aboard our custom round tiki boat for a 90-minute public cruise that blends tropical vibes with easygoing fun. Bring your favorite beverages (cooler and...

1 hour 30 minutes • Free Cancellation
4.9 (27)
from
$60
Private ONLY Dolphin Boat Tours

For the price of a boat rental plus fuel, you will get a guided boat tour by our Master Captain with deep insight knowledge of …More

5.0 (34)

Private ONLY Dolphin Boat Tours

For the price of a boat rental plus fuel, you will get a guided boat tour by our Master Captain with deep insight knowledge of...

3 to 4 hours • Free Cancellation
5.0 (34)
from
$160
Tiki Pub Glow Party Cruise (Adults only)

Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic …More

Likely to Sell Out
Likely to Sell Out
4.9 (18)

Tiki Pub Glow Party Cruise (Adults only)

Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic...

2 hours • Free Cancellation
4.9 (18)
from
$80
Naples Guided Sunset Kayak Tour Activity

We are the only Kayak Tour Agency offering Sunset Tours at this location with the Hobie Pedal Mirage Drives. Whether you choose to paddle or …More

Likely to Sell Out
Likely to Sell Out
4.9 (17)

Naples Guided Sunset Kayak Tour Activity

We are the only Kayak Tour Agency offering Sunset Tours at this location with the Hobie Pedal Mirage Drives. Whether you choose to paddle or...

3 hours • Free Cancellation
4.9 (17)
from
$85
Half-Day Private Tiki Boat Beach Tour from Fort Myers

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people. …More

5.0 (56)

Half-Day Private Tiki Boat Beach Tour from Fort Myers

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people....

4 hours • Free Cancellation
5.0 (56)
from
$600
90 Minute Public Tiki Boat Tour on Fort Myers Beach

Cruise, Relax & Make Memories on a Fort Myers Beach Tiki Boat! Step aboard Big Tiki Tours FMB and experience Fort Myers Beach from the …More

5.0 (37)

90 Minute Public Tiki Boat Tour on Fort Myers Beach

Cruise, Relax & Make Memories on a Fort Myers Beach Tiki Boat! Step aboard Big Tiki Tours FMB and experience Fort Myers Beach from the...

1 hour 30 minutes • Free Cancellation
5.0 (37)
from
$64
Dolphin Tours - Fort Myers Beach / Naples

On this trip, guests will explore the Bay waters and the Gulf of Mexico in search of Dolphin, Manatee and Turtles. These encounters happen on …More

5.0 (77)

Dolphin Tours - Fort Myers Beach / Naples

On this trip, guests will explore the Bay waters and the Gulf of Mexico in search of Dolphin, Manatee and Turtles. These encounters happen on...

2 hours • Free Cancellation
5.0 (77)
from
$350
Private Lake Okeechobee Bass Charter Near Naples

Escape the beaches and discover one of the world's most legendary bass fisheries on a private Lake Okeechobee fishing charter, conveniently accessible from Naples. Known …More

Likely to Sell Out
Likely to Sell Out
5.0 (26)

Private Lake Okeechobee Bass Charter Near Naples

Escape the beaches and discover one of the world's most legendary bass fisheries on a private Lake Okeechobee fishing charter, conveniently accessible from Naples. Known...

4 hours • Free Cancellation
5.0 (26)
from
$169
4 Hour Dolphin and Sandbar Cruise

 …More

5.0 (29)

4 Hour Dolphin and Sandbar Cruise

...

4 hours • Free Cancellation
5.0 (29)
from
$550
Tiki Pub Amazing Dolphin Eco Adventure

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and …More

Likely to Sell Out
Likely to Sell Out
4.9 (10)

Tiki Pub Amazing Dolphin Eco Adventure

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and...

1 hour 30 minutes • Free Cancellation
4.9 (10)
from
$50
Private Dolphin Watching Beach Day Getaway

Set out on a private boat tour where dolphin sightings and island beauty come together for an unforgettable day. Departing from Cape Coral, we’ll cruise …More

5.0 (24)

Private Dolphin Watching Beach Day Getaway

Set out on a private boat tour where dolphin sightings and island beauty come together for an unforgettable day. Departing from Cape Coral, we’ll cruise...

5 hours • Free Cancellation
5.0 (24)
from
$689
Private Dolphin & Sightseeing Boat Day Tour

This is the Day-Tour to our widely popular Sunset & Dolphin Boat Tour. You will get very close to wildlife and our first mate will …More

5.0 (14)

Private Dolphin & Sightseeing Boat Day Tour

This is the Day-Tour to our widely popular Sunset & Dolphin Boat Tour. You will get very close to wildlife and our first mate will...

4 hours • Free Cancellation
5.0 (14)
from
$161
90 Minute Private Tiki Cruise

The mission statement is “We build boats that put smiles on people’s faces, one cruise at a time!” Our franchise opportunities extend our mission statement …More

5.0 (16)

90 Minute Private Tiki Cruise

The mission statement is “We build boats that put smiles on people’s faces, one cruise at a time!” Our franchise opportunities extend our mission statement...

2 hours • Free Cancellation
5.0 (16)
from
$270
Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on …More

Likely to Sell Out
Likely to Sell Out
5.0 (2)

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on...

2 hours • Free Cancellation
5.0 (2)
from
$349

Frequently Asked Questions

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

Recent tour reviews
Anniversary 2026
New York City
Tiki Pub Amazing Dolphin Eco Adventure
Ronald_M, Sep 2026
Anniversary 2026
Captain Ty was absolutely awesome. We saw manatees, dolphins, iguanas, and bald eagles. Very relaxing and enjoyable!!
Read more
A Most Enjoyable Trip
New York City
Kayak Eco Tour in Don Pedro Island
Lamboid2, Sep 2026
A Most Enjoyable Trip
Jeff, our guide for the morning made the whole trip for us. He was engaging, knowledgeable, funny but above friendly who gladly gave his time to talk about the wildlife we encountered. The area is beautiful, the paddling not too hard and the wildlife varied. The trip rounded off with Jeff finding us a mother dolphin with her two very young babies teaching them how to catch fish. Mesmerising! Would definitely recommend as we found the whole outfitters to be friendly and efficient
Read more
So fun!!
New York City
Kayak Eco Tour in Don Pedro Island
irishpostal, Sep 2026
So fun!!
We had a wonderful experience. The young man there was super helpful and knowledgeable. We were challenged at the mangrove and worked hard there. We didn’t see much that day but all in all a great time!
Read more
great fishing- plenty of Largemouth bass caught
New York City
Private Lake Okeechobee Bass Charter Near Naples
fedrika2026, Sep 2026
great fishing- plenty of Largemouth bass caught
Been on a few fishing trips out of Lake Okeechobee but can highly recommend Bass Online. This is the second time we have been out with Capt. Mark. We took 12- and 15-year-olds with us and caught a lot of big bass. It is still early season, but with approximately 30 plus caught in the 4 hours, there were happy customers all round. I've had experience with some fishing charter companies that only seem to care about the money and have some questionable practices, but I'm pleased to say that Bass Online charters do not fall into this category. I would, and have, recommended Bass Online to others.
Read more
Fantastic experience
New York City
2.5 hr Sailboat Tour aboard Orion’s Child
A8076HVjeffreym, Sep 2026
Fantastic experience
Always a great sail with Orions Child. Captain Dan and Diane are the best. We have been several times and will be back.
Read more
Excellent Trip
New York City
Private Lake Okeechobee Bass Charter Near Naples
nicholaslQ5003GV, Sep 2026
Excellent Trip
An excellent 6 hr and well worth every penny, Paul the Captain was very patient with both us and our 12-year-old; if you've never fished before, they will show you how, and we caught a lot of Largemouth bass...great fun for everyone, if you want to go fishing, go with Paul on the Bass Online.
Read more
Incredible time with Coastal Friends Boat Tours!!!
New York City
Private Dolphin Watching Beach Day Getaway
kellycK2152UO, Sep 2026
Incredible time with Coastal Friends Boat Tours!!!
Five Stars for Coastal Friends Boat Tours! Amazing day with Amazing people! I booked an all day trip with my boyfriend, Rob it was hands down the best day of our Florida vacation! Captain Aldo and First Mate Damaris are the nicest couple to tour the islands with. They are incredibly knowledgeable about the area and wonderful people, making the conversation just as fantastic as the views! The day was absolutely perfect. We saw tons of dolphins and distinct Florida birds, stopped at a few different islands, and had a terrific time lounging in the ocean. To top it all off, we stopped for some delicious cocktails and appetizers. If you want an unforgettable day on the water, book with Coastal Friends Boat Tours!!!Happy Vermonters, Kelly & Rob :)
Read more
Amazing Sunset Tour on our Wedding-Day
New York City
Private ONLY Dolphin Boat Tours
142lennartm, Aug 2026
Amazing Sunset Tour on our Wedding-Day
We absolutely loved our Sunset Dolphin Watching Tour and couldn’t have asked for a better experience!We took the tour on the day of our wedding with our parents, which made the experience even more special. Our captain Martin and his wife René were absolutely incredible – so warm, friendly, and genuinely passionate about making the trip memorable.We saw so many dolphins, enjoyed a beautiful sunset, and created countless amazing memories that we will cherish forever. It was truly the perfect way to celebrate such a special day.A huge thank you to Martin and René for making our wedding day even more unforgettable! ❤️🐬🌅We would absolutely recommend this tour and would book it again in a heartbeat!
Read more
Beautiful sunset tiki cruise
New York City
2 Hour Private Tiki Cruise
972cherib, Aug 2026
Beautiful sunset tiki cruise
We loved our tiki boat tour. It was so beautiful and we had a great sunset and even saw several dolphins right by our boat. Captain Caleb showed us the site's and made our cruise so much fun! I definitely recommend the sunset tiki cruise. Shout out again to Captain Caleb!
Read more
Best part of our trip!
New York City
90 Minute Public Tiki Boat Tour on Fort Myers Beach
katiebG2698PR, Aug 2026
Best part of our trip!
Captain John was absolutely incredible. We truly had the best tour. We could not have had a better trip!
Read more
Cruise with Views
New York City
90 Minute Public Tiki Boat Tour on Fort Myers Beach
266christam, Aug 2026
Cruise with Views
Our family really enjoyed the 90 minute cruise with Captain Jon. The weather is almost always perfect for these early afternoon cruises. Jon was a great host and was able to find some manatees and dolphins. We also enjoyed seeing some of the amazing houses and boats the bay has to offer. We all had an amazing time and will be back with friends without a doubt...this time maybe for the sunset cruise. Thanks Captain Jon!
Read more
Don't hesitate, book this experience!!
New York City
4 Hour Dolphin and Sandbar Cruise
Daniela_V, Aug 2026
Don't hesitate, book this experience!!
It unfortunately rained heavily so we had to turn back, but Lauren did try her best to make the best out of the experience. We appreciate her effort and also fun personality.We will book again and hope for better weather.1000% recommend
Read more
August 2026
New York City
Tiki Pub Amazing Dolphin Eco Adventure
justinhG6651LZ, Aug 2026
August 2026
Captain Lance and Cayla were great. We had a fun time.
Read more
Great Tiki Boat!
New York City
Half-Day Private Tiki Boat Beach Tour from Fort Myers
467savannah, Aug 2026
Great Tiki Boat!
Thank you captain Kate for a great trip! She made the whole experience amazing. She pointed out dolphins & manatees & even pulled the boat over for us to take pictures & watch them! She was very friendly & gave great tips on what to look for & other things for us to do on our trip! The boat was very spacious & clean, & she also provided us with a speaker for music, a cooler & water!
Read more
Best Chill Weekend
New York City
4 Hour Dolphin and Sandbar Cruise
748brittanieh, Aug 2026
Best Chill Weekend
Of course! I’d work Captain Lauren in naturally so it feels personal rather than like a generic review:We had such a great time on this boat tour for my sister’s bachelorette weekend! The experience was so much fun and incredibly relaxing, but what really made it special was the amazing crew. Everyone was so friendly, welcoming, and made us feel comfortable from the moment we stepped on the boat.Captain Lauren was especially wonderful! She was so personable, knowledgeable, and made the experience even more enjoyable. You could tell she genuinely cared about making sure everyone had a great time. The crew kept the energy fun and made it the perfect activity for a bachelorette celebration. We had such a memorable time and would absolutely recommend this tour to anyone looking for a fun day on the water!
Read more
Very interesting
New York City
Guided Kayak Dolphin Eco Tour in Pelican Bay
Shane_S, Jul 2026
Very interesting
Chris was very patient and extremely knowledgeable. It was a great time! We saw Dolphins, several different bird species and a sunken boat!
Read more
Fort Myers Tours
Attractions
Guides
Calendar
View more
View more