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Fort Myers Cruises, Sailing & Water Tours

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Fort Myers Tours

Attractions

Guides

Calendar

Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise

There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything …More

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

Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise

There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything...

3 hours • Free Cancellation
5.0 (2)
from
$599
4 Hour Sanibel Private Eco Boat Tour

Explore the scenic waters and secluded islands of Southwest Florida on a private eco boat tour tailored to your interests. As you cruise through the …More

5.0 (23)

4 Hour Sanibel Private Eco Boat Tour

Explore the scenic waters and secluded islands of Southwest Florida on a private eco boat tour tailored to your interests. As you cruise through the...

4 hours • Free Cancellation
5.0 (23)
from
$800
Fishing Charter Fort Myers Beach

Capt. Mike, a Snook Bight Marina Fishing Pro staff guide, is happy to assist you in every way from baiting your hook, casting and cleaning …More

5.0 (12)

Fishing Charter Fort Myers Beach

Capt. Mike, a Snook Bight Marina Fishing Pro staff guide, is happy to assist you in every way from baiting your hook, casting and cleaning...

4 hours • Free Cancellation
5.0 (12)
from
$625
Sunset Sail in the Gulf of Mexico for up to 6 Guests

Sailing aboard a modern 38' sailboat, this sunset cruise offers a unique chance to witness the romantic beauty of the Gulf of Mexico as the …More

5.0 (11)

Sunset Sail in the Gulf of Mexico for up to 6 Guests

Sailing aboard a modern 38' sailboat, this sunset cruise offers a unique chance to witness the romantic beauty of the Gulf of Mexico as the...

2 hours 30 minutes • Free Cancellation
5.0 (11)
from
$149
Private Day Cruise: Explore Cape Coral, Sanibel and Fort Myers

Embark on a guided day cruise with our licensed captain and enjoy a beautiful day on the water with your family and friends. We'll tour …More

5.0 (19)

Private Day Cruise: Explore Cape Coral, Sanibel and Fort Myers

Embark on a guided day cruise with our licensed captain and enjoy a beautiful day on the water with your family and friends. We'll tour...

2 to 6 hours • Free Cancellation
5.0 (19)
from
$280
Full Day Sanibel Eco Boat Charter with Gulf and Pine Island

Explore the stunning waters of the Gulf of Mexico and Pine Island Sound on a private, fully customizable boating adventure. Guided by Captain Jenni, the …More

5.0 (11)

Full Day Sanibel Eco Boat Charter with Gulf and Pine Island

Explore the stunning waters of the Gulf of Mexico and Pine Island Sound on a private, fully customizable boating adventure. Guided by Captain Jenni, the...

6 hours • Free Cancellation
5.0 (11)
from
$1,200
Private Lake Okeechobee Bass Charter Near Fort Myers

Leave the Gulf Coast behind and discover one of the world's greatest bass fishing destinations on a private Lake Okeechobee fishing charter near Fort Myers. …More

5.0 (11)

Private Lake Okeechobee Bass Charter Near Fort Myers

Leave the Gulf Coast behind and discover one of the world's greatest bass fishing destinations on a private Lake Okeechobee fishing charter near Fort Myers....

4 to 6 hours • Free Cancellation
5.0 (11)
from
$161
2 HR Dolphin Tour for 7 people

Sun-N-FunTours & Charters offers one of the few opportunities to take out your entire family or larger groups on a private tour. Your boat is …More

5.0 (3)

2 HR Dolphin Tour for 7 people

Sun-N-FunTours & Charters offers one of the few opportunities to take out your entire family or larger groups on a private tour. Your boat is...

2 hours • Free Cancellation
5.0 (3)
from
$550
Private Fishing Charters in Fort Myers

Explore the stunning waters of Fort Myers with us, where fishing adventures await for everyone from beginners to seasoned anglers. Target popular species in serene …More

5.0 (3)

Private Fishing Charters in Fort Myers

Explore the stunning waters of Fort Myers with us, where fishing adventures await for everyone from beginners to seasoned anglers. Target popular species in serene...

4 hours • Free Cancellation
5.0 (3)
from
$600
Fort Myers Beach 1.5hr Jet Ski Dolphin Tour

Discover the natural beauty of Southwest Florida from the seat of your own Sea-Doo on an exciting 1.5-hour guided dolphin eco-tour. Follow your experienced guide …More

5.0 (2)

Fort Myers Beach 1.5hr Jet Ski Dolphin Tour

Discover the natural beauty of Southwest Florida from the seat of your own Sea-Doo on an exciting 1.5-hour guided dolphin eco-tour. Follow your experienced guide...

2 hours • Free Cancellation
5.0 (2)
from
$225
Punta Gorda/Cayo Costa/Cabbage Key

Embark on a luxurious and unforgettable adventure in Southwest Florida. Picture yourself cruising through the pristine waters of the Gulf of Mexico, basking in the …More

5.0 (1)

Punta Gorda/Cayo Costa/Cabbage Key

Embark on a luxurious and unforgettable adventure in Southwest Florida. Picture yourself cruising through the pristine waters of the Gulf of Mexico, basking in the...

5 to 6 hours • Free Cancellation
5.0 (1)
from
$725

Frequently Asked Questions

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

Recent tour reviews
Amazing day!
New York City
4 Hour Sanibel Private Eco Boat Tour
Michmal45, Sep 2026
Amazing day!
Captain Jenni was amazing and very knowledgeable. We felt comfortable with her and learned so much! The wildlife we saw was unbelievable! It was a magical day!!! Thank you!
Read more
Excellent highly recommend
New York City
Fort Myers Beach 1.5hr Jet Ski Dolphin Tour
cticich14, Sep 2026
Excellent highly recommend
Tyson was excellent highly recommend this guy when you go on a dolphin tour very knowledgeable on how to get the dolphins once they are spotted very knowledgeable on the waterways also
Read more
Great Dolphin Watching Ride
New York City
Fort Myers Beach 1.5hr Jet Ski Dolphin Tour
198jamessf, Sep 2026
Great Dolphin Watching Ride
Great trip. the staff at the booth was very friendly and accommodating to us. We had to reschedule due to inclement weather in the Gulf but came back the next day for our dolphin tour. It was great, saw several dolphins and got to see a lot of the bay side of FMB. Wed definitely do it again. highly recommend.
Read more
Best most respectful
New York City
Private Day Cruise: Explore Cape Coral, Sanibel and Fort Myers
126steffanieb, Aug 2026
Best most respectful
Carsten was absolutely incredible to our family. He was polite friendly and very courteous. He knew a lot about the area and was able to answer our questions when we had any. The view was amazing the boat ride was fantastic. Swimming at sanibel island was like living a dream! We found sand dollars, seen dolphins, collected shells. I would definitely recommend this trip! Thank you again Carsten for treating our family with the utmost respect.
Read more
Great birthday fishing trip!
New York City
Fishing Charter Fort Myers Beach
shawnsC7650BN, Aug 2026
Great birthday fishing trip!
We had a great time fishing. Captain Mike was awesome. I took my son for his 10th birthday and it was his first time fishing, Mike did a great job of teaching and helping my son. My son caught 11 fish and had a great time. Definitely will book again next time we are in Fort Myers.
Read more
Five stars- excellent experience
New York City
4 Hour Sanibel Private Eco Boat Tour
18leisaw, Aug 2026
Five stars- excellent experience
We had an amazing morning exploring with Captain Jenni! She was a wealth of information about the islands, nature, history, and aquatic life! We got to feel like we were exploring our own deserted island and found so many sand dollars that we stopped picking them up!! We definitely hope to return and take another trip with flip side!
Read more
Awesome experience, would do it agaib
New York City
Fishing Charter Fort Myers Beach
heidimJ9287QW, Jul 2026
Awesome experience, would do it agaib
Captain Mike was an excellent guide. He did well to explain the type of fish we were catching, the strategies to employ in order to catch the fish, and went above and beyond in baiting our hooks and cleaning the fish afterward. He was constantly paying attention to our group of five and ensured to help us even when we didn’t know we needed it. Best valued fishing excursion in Fort Myers, would love to do it again (especially if there were an all day option).
Read more
Great way to spend 4 hours!
New York City
Private Day Cruise: Explore Cape Coral, Sanibel and Fort Myers
A8814EOkristend, Jul 2026
Great way to spend 4 hours!
Fantastic experience, Captain Carsten was a phenomenal guide. The scenery was amazing. Best way to experience Sanibel Island, great shelling. We even spotted dolphins and manatee!
Read more
Wonderful Shelling Adventure, Dolphins and More!
New York City
Full Day Sanibel Eco Boat Charter with Gulf and Pine Island
X9316RQrayh, Jun 2026
Wonderful Shelling Adventure, Dolphins and More!
The most amazing and fun day ever with Capt Jenni! She took us shelling on Cayo Costa island, and on the way out she told us about the history of what we were seeing, and then there were dolphins everywhere! A stop for lunch on Cabbage Key, and then off to a secret sandbar to jump in the water and where Capt Jenni told us all about the amazing sea creatures that we were seeing, and shells with little critters inside. Capt Jenni made us feel like we were family, and we so enjoyed every minute of our excursion. Book your trip now. You won’t go wrong with Capt Jenni at the helm!
Read more
Fishing fun
New York City
Private Fishing Charters in Fort Myers
U4872JWkimm, Jun 2026
Fishing fun
Thank you, Drew, for a a great time catching fish! First charter I have been on and it was very eventful. So many different fish! And you made it easy and relaxed. We appreciate you and your knowledge. Thanks for being honest, timely and a great communicator. Not to mention a superb guide!
Read more
Awesome Captain and so much fun
New York City
Full Day Sanibel Eco Boat Charter with Gulf and Pine Island
jofA4736HS, Jun 2026
Awesome Captain and so much fun
Spending 6 hours with Captain Jenni was so amazing. The knowledge of nature and history was great. We all felt welcomed and comfortable. I would recommend the 6 hour charter. Snorkeling, shelling, manatee watching and so much fun. Thanks again Captain Jenni. Jo and family
Read more
GREAT EXPERIENCE
New York City
Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise
66kaitlynnh, May 2026
GREAT EXPERIENCE
MARK WAS AWESOME! Great guy and great conversation. Also knows how to throw a football. We were in town for my brother’s graduation and dad’s birthday. Even with the skeptical weather the sun came out and it was an amazing experience.
Read more
Sunset sail perfection!
New York City
Sunset Sail in the Gulf of Mexico for up to 6 Guests
ZoomDoggy, Apr 2026
Sunset sail perfection!
I've enjoyed sunset sails with Captains Dan & Dianne every winter for several years now, and the experience never loses its charm. It's one of my favorite parts of my Florida vacation every year! Very relaxed and friendly hosts, and an unbeatable view. I can't wait to go back again!
Read more
Enjoyable sailing
New York City
Sunset Sail in the Gulf of Mexico for up to 6 Guests
marshabM9853IJ, Apr 2026
Enjoyable sailing
Extremely enjoyable! We had a lovely sailing.
Read more
Had a great time. Caught...
New York City
Private Fishing Charters in Fort Myers
Bret_L, Mar 2026
Had a great time. Caught...
Had a great time. Caught some Sea Trout, learned a lot about the fishing in this area. Good guy. Good equipement.
Read more
Incredible bass fishing with Captain Mark Rose
New York City
Private Lake Okeechobee Bass Charter Near Fort Myers
Janna F, Mar 2026
Incredible bass fishing with Captain Mark Rose
We just spent two full days bass fishing with Captain Mark Rose on Lake Okeechobee. I’ve been bass fishing in my entire life and I’ve never experienced anything like this. The lake was absolutely beautiful with tons of wildlife including flamingos and alligators. Once we started fishing, it was game on. My son and I quickly lost count of how many fish we caught including three bass that were 25 inches plus and between 6 1/2 and 8 1/2 pounds. Captain Mark was the best charter Captain we have ever fished with. He really made it a great time and was just as excited about catching the fish as we were. It was very clear that he loves bass fishing and truly enjoys teaching other people how to do it. All of the equipment, including the boat was top-notch. We are already planning a return trip for next year.
Read more
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