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Fort Myers Cruises, Sailing & Water Tours

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Fort Myers Tours

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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
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
Private Boat Tour up to 12 People Fort Myers Beach and Sanibel

This is a private boat charter for up to 12 passengers. Pelican Bay Charters is one of the very few Boat charters that offers private …More

5.0 (18)

Private Boat Tour up to 12 People Fort Myers Beach and Sanibel

This is a private boat charter for up to 12 passengers. Pelican Bay Charters is one of the very few Boat charters that offers private...

1 hour 30 minutes • Free Cancellation
5.0 (18)
from
$600
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
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
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
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
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
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
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
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

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
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
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
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
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
Warn family oriented
New York City
Private Dolphin Watching Beach Day Getaway
Geny j, Jun 2026
Warn family oriented
What an incredible experience! We had such a wonderful time on this boat tour with our family. The crew was friendly, professional, and made the trip even more enjoyable. We were treated to beautiful views of the Gulf Coast, watched dolphins 🐬 swimming right alongside us, and ended the evening with a spectacular sunset. Everything was absolutely stunning. We can’t wait to come back and do it again with family and friends. A big thank you to the crew for making us feel safe, comfortable, and welcome throughout the entire trip! 👍👍
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
KJs steakhouse
New York City
Private Boat Tour up to 12 People Fort Myers Beach and Sanibel
Paulj44, Jun 2026
KJs steakhouse
KJ's SteakhouseFort MyersGreat hamburgers1062973942Annie was awesome, we went to Fort Myers
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
Amazing Saturday Date Night!
New York City
Private Boat Tour up to 12 People Fort Myers Beach and Sanibel
tsmall33, Mar 2026
Amazing Saturday Date Night!
We had an amazing Saturday night sunset tour! Captain Forrest and Captain Dan were so much fun and personable that really work well with each other. There were multiple dolphin sightings and even saw them playing in our wake. Two beverages even came as part of the tour. We hung out in front of the Sanibel lighthouse for everyone to get plenty of pictures at a wonderful sunset as Captain Forrest snapped away for all the groups and even sneaking himself in with the last shot. If you are in Fort Myers this excursion is well worth it!!! Excellent time!!!!
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
Great tour and experience
New York City
Sonnys Boat Tours Full Day Sand Bar Adventure Englewood, Florida
324beckyr, Feb 2026
Great tour and experience
Had a wonderful experience on this tour. Sonny was very accommodating and we saw plenty of dolphins. Thanks Sonny
Read more
How freaking amazing this place was
New York City
Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise
mychellep2026, Feb 2026
How freaking amazing this place was
Best thing I have done in a while! Tour guide was Ty and he was freaking awesome!! Great place for me and my family
Read more
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