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Fort Myers Luxury Tours

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Fort Myers Tours

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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
Footsteps of the Forsaken Frights: Fort Myers Ghost Tour

Embark on a spine-tingling adventure as you explore the eerie side of the city's River District. Starting at the Flame Red Fire Dance Sculpture, where …More

Likely to Sell Out
Likely to Sell Out
4.9 (53)

Footsteps of the Forsaken Frights: Fort Myers Ghost Tour

Embark on a spine-tingling adventure as you explore the eerie side of the city's River District. Starting at the Flame Red Fire Dance Sculpture, where...

1 hour • Free Cancellation
4.9 (53)
from
$26
Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups …More

Likely to Sell Out
Likely to Sell Out
5.0 (23)

Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (23)
from
$1,200
Night Sky Stargazing Tour in Punta Gorda Florida

Our Stargazing Tour is the only Night Sky tour available in South Florida. Join us for an unforgettable experience where you'll view stars, planets, the …More

Likely to Sell Out
Likely to Sell Out
4.9 (51)

Night Sky Stargazing Tour in Punta Gorda Florida

Our Stargazing Tour is the only Night Sky tour available in South Florida. Join us for an unforgettable experience where you'll view stars, planets, the...

2 hours 30 minutes • Free Cancellation
4.9 (51)
from
$59
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
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
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
Arlington Cemetery Tour with Guard Ceremony and Iwo Jima Memorial

Experience a 2.5-hour early access guided tour of Arlington National Cemetery, America’s largest and most renowned military cemetery. This tour highlights the Changing of the …More

3.9 (12)

Arlington Cemetery Tour with Guard Ceremony and Iwo Jima Memorial

Experience a 2.5-hour early access guided tour of Arlington National Cemetery, America’s largest and most renowned military cemetery. This tour highlights the Changing of the...

2 hours 30 minutes • Free Cancellation
3.9 (12)
from
$52
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
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

Frequently Asked Questions

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

Recent tour reviews
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
Great private tour
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Excursion727238, Sep 2026
Great private tour
We opted for a private tour on the Road to Hana. Our tour guide was Jason. We weren’t sure it would be worth doing it private but it was! We were able to stay longer at some places and skip other places we didn’t want to go to. We had the flexibility to change the itinerary on a private tour. Jason was amazing! He was very knowledgeable of Hawaiian culture and history. He was laid back and had us laughing with his dad jokes. The fruit stand along the way had the freshest fruit and everyone we met were so kind. I definitely recommend this tour and make sure to ask for Jason!!
Read more
Fantastic Spooks and a Great Time
New York City
Footsteps of the Forsaken Frights: Fort Myers Ghost Tour
J3684MQcodym, Sep 2026
Fantastic Spooks and a Great Time
We had Skye as a guide for our tour through Fort Myers and had a fantastic time! She was very knowledgeable and did a great job retelling some of the spooky experiences and stories (both historical and more recent!) She brought ghost hunting equipment which was a great added touch. I highly recommend taking pictures of the old courthouse windows, even if you don't see anything at first, you never know what you'll see looking back through pictures after the tour. 😉
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
Jason, for the win!
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Erin_P, Sep 2026
Jason, for the win!
We had the best day with our guide, Jason! He had tons of knowledge and history to share! We saw surfers while we ate our breakfast at the beach, so many beautiful waterfalls, the black sand beach, red sand beach, and had the BEST Huli Huli Chicken for lunch! He always told us when to have our phones up if there was a view to catch while we were driving, too! I’m so glad we opted for the private tour for just the 4 of us! It was a long day but sooo worth it! Jason also gave us pointers on other spots to visit and gave us an itinerary to follow for Haleakala the next day! Highly recommend!!!
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
Ghost tour and nightlife walk
New York City
Footsteps of the Forsaken Frights: Fort Myers Ghost Tour
M1136UWjessicac, Sep 2026
Ghost tour and nightlife walk
We had Nicole and she was amazing at explaining everything I caught so many orbs on cam!!!
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 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
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
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
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