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Naples Luxury & Special Occasions

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Naples Tours

Attractions

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Your Ride Your Adventure Trikes Mopeds Segways and Bike Tour

Experience the charm of Downtown Beautiful Naples like never before! Join us for an unforgettable guided tour where you get to pick your ride - …More

5.0 (2)

Your Ride Your Adventure Trikes Mopeds Segways and Bike Tour

Experience the charm of Downtown Beautiful Naples like never before! Join us for an unforgettable guided tour where you get to pick your ride -...

1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$50
Guided Tour Pick your Ride Trikes Mopeds Segways and Bike Tour

Your Ride, Your Adventure - Trikes, Mopeds, Segways & Bike Tour. Choose your ride when you arrive at our store! Guided tour all goes together …More

5.0 (3)

Guided Tour Pick your Ride Trikes Mopeds Segways and Bike Tour

Your Ride, Your Adventure - Trikes, Mopeds, Segways & Bike Tour. Choose your ride when you arrive at our store! Guided tour all goes together...

1 hour 30 minutes • Free Cancellation
5.0 (3)
from
$50
Naples Famous Sunset Tour -Electric Trike Tour at Sunset All Ages

Embark on our renowned Sunset Tour, a captivating two-hour journey through the heart of downtown Naples. Glide effortlessly on our state-of-the-art electric trikes, capable of …More

5.0 (2)

Naples Famous Sunset Tour -Electric Trike Tour at Sunset All Ages

Embark on our renowned Sunset Tour, a captivating two-hour journey through the heart of downtown Naples. Glide effortlessly on our state-of-the-art electric trikes, capable of...

2 hours • Free Cancellation
5.0 (2)
from
$50
Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering …More

5.0 (1)

Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours

Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering...

4 days • Free Cancellation
5.0 (1)
from
$36
4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly …More

5.0 (3)

4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly...

4 hours • Free Cancellation
5.0 (3)
from
$172
Electric Trike & Moped Tour of Downtown Naples - Fun For Everyone

Discover Naples the fun, easy way on a 90-minute guided ride by electric trike or moped. After a quick safety briefing and practice loop, glide …More

5.0 (1)

Electric Trike & Moped Tour of Downtown Naples - Fun For Everyone

Discover Naples the fun, easy way on a 90-minute guided ride by electric trike or moped. After a quick safety briefing and practice loop, glide...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Naples FL Walking Food Tour on 5th Ave South

Explore the best culinary highlights of downtown Naples on this guided tasting tour along the charming 5th Avenue South. You'll experience five carefully chosen restaurants, …More

4.5 (2)

Naples FL Walking Food Tour on 5th Ave South

Explore the best culinary highlights of downtown Naples on this guided tasting tour along the charming 5th Avenue South. You'll experience five carefully chosen restaurants,...

3 hours
4.5 (2)
from
$137
Naples Luxury Sightseeing Cruises

Explore Naples Bay and the Gulf of Mexico aboard the Naples Princess, a luxurious yacht offering daily public cruises and private charters. Enjoy breathtaking views …More

Likely to Sell Out
Likely to Sell Out
3.0 (2)

Naples Luxury Sightseeing Cruises

Explore Naples Bay and the Gulf of Mexico aboard the Naples Princess, a luxurious yacht offering daily public cruises and private charters. Enjoy breathtaking views...

1 hour 30 minutes • Free Cancellation
3.0 (2)
from
$71
Naples Deep Sea Fishing Charters

Experience a true Naples Offshore Deep Sea Charter, this charter goes at least 10+ miles offshore into federal waters where the big fish live. We …More

5.0 (3)

Naples Deep Sea Fishing Charters

Experience a true Naples Offshore Deep Sea Charter, this charter goes at least 10+ miles offshore into federal waters where the big fish live. We...

6 to 10 hours • Free Cancellation
5.0 (3)
from
$1,399
Marco Island Inshore Fishing Charters

Explore the wild waters surrounding Marco Island on a private inshore fishing charter through the legendary Ten Thousand Islands. This remarkable Southwest Florida ecosystem is …More

4.7 (6)

Marco Island Inshore Fishing Charters

Explore the wild waters surrounding Marco Island on a private inshore fishing charter through the legendary Ten Thousand Islands. This remarkable Southwest Florida ecosystem is...

4 to 6 hours • Free Cancellation
4.7 (6)
from
$238
Dark Sky's in the Florida Everglades

Embark on an unforgettable journey with Everglades Jeep Tours. Our guided safaris offer day and night adventures, allowing you to delve deep into the heart …More

4.2 (6)

Dark Sky's in the Florida Everglades

Embark on an unforgettable journey with Everglades Jeep Tours. Our guided safaris offer day and night adventures, allowing you to delve deep into the heart...

4 hours • Hotel pickup offered • Free Cancellation
4.2 (6)
from
$150
Bicycle Tour of Naples Florida Scenic Ride

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide …More

5.0 (1)

Bicycle Tour of Naples Florida Scenic Ride

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Guided Segway Moped Tour of Downtown Naples Florida

Experience a brand-new way to explore Downtown Naples, Florida, with our guided Segway Electric Moped tour—a perfect adventure for all ages! Glide effortlessly through the …More

5.0 (1)

Guided Segway Moped Tour of Downtown Naples Florida

Experience a brand-new way to explore Downtown Naples, Florida, with our guided Segway Electric Moped tour—a perfect adventure for all ages! Glide effortlessly through the...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Guided Trike and Moped Tour in Downtown Naples

Experience the charm of Downtown Beautiful Naples like never before! Join us for an unforgettable guided tour where you get to pick your ride when …More

5.0 (1)

Guided Trike and Moped Tour in Downtown Naples

Experience the charm of Downtown Beautiful Naples like never before! Join us for an unforgettable guided tour where you get to pick your ride when...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Segway Tour Of Naples Florida Fun Family Experience

Glide through the vibrant heart of Naples, Florida, on an exhilarating Segway tour! Feel the Gulf breeze as you effortlessly zip past stunning coastal vistas, …More

5.0 (1)

Segway Tour Of Naples Florida Fun Family Experience

Glide through the vibrant heart of Naples, Florida, on an exhilarating Segway tour! Feel the Gulf breeze as you effortlessly zip past stunning coastal vistas,...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Guided Bicycle Tour of Downtown Naples Florida

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide …More

4.5 (4)

Guided Bicycle Tour of Downtown Naples Florida

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide...

1 hour 30 minutes • Free Cancellation
4.5 (4)
from
$50
Naples Florida Sunset Tour -Trike Tour of Naples

Ride our state-of-the-art electric trikes through downtown Naples, reaching speeds of up to 20 mph for an exciting two-hour adventure. Perfect for all ages, our …More

4.7 (3)

Naples Florida Sunset Tour -Trike Tour of Naples

Ride our state-of-the-art electric trikes through downtown Naples, reaching speeds of up to 20 mph for an exciting two-hour adventure. Perfect for all ages, our...

2 hours • Free Cancellation
4.7 (3)
from
$50
Private Holiday Light Cruise Tour and Sunset Port Royal Naples

We start the evening with the glamorous sunsets of SW Florida on the Gulf of Mexico and Naples. We see the city in a way …More

5.0 (1)

Private Holiday Light Cruise Tour and Sunset Port Royal Naples

We start the evening with the glamorous sunsets of SW Florida on the Gulf of Mexico and Naples. We see the city in a way...

2 hours 30 minutes • Free Cancellation
5.0 (1)
from
$750
E Bike Tour - Explore Downtown Naples Florida - Fun & Scenic Tour

Discover the charm of Naples, FL, on an engaging eBike tour that combines fun and education. This AAA-approved tour allows you to navigate downtown Naples …More

5.0 (1)

E Bike Tour - Explore Downtown Naples Florida - Fun & Scenic Tour

Discover the charm of Naples, FL, on an engaging eBike tour that combines fun and education. This AAA-approved tour allows you to navigate downtown Naples...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Guided Bicycle Tour of Downtown Naples Florida

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide …More

5.0 (1)

Guided Bicycle Tour of Downtown Naples Florida

Embark on an unforgettable adventure through the stunning streets of Downtown Naples, Florida, with our exquisite guided bicycle tour. Led by knowledgeable local guides, glide...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$50
Naples Electric Moped Tour

Cruise around Naples, Florida with ease and discover its top sights on an electric moped tour. These quiet vehicles allow you to easily hear your …More

4.3 (4)

Naples Electric Moped Tour

Cruise around Naples, Florida with ease and discover its top sights on an electric moped tour. These quiet vehicles allow you to easily hear your...

1 hour 30 minutes • Free Cancellation
4.3 (4)
from
$50

Frequently Asked Questions

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

Recent tour reviews
Beautiful Naples
New York City
Guided Bicycle Tour of Downtown Naples Florida
Annette_G, Sep 2026
Beautiful Naples
It was very fun , tour guide was great and very patient. Perfect way to see the area. The neighborhood was breath taking.
Read more
Best time ever
New York City
E Bike Tour – Explore Downtown Naples Florida – Fun & Scenic Tour
Linda_V, Sep 2026
Best time ever
Great guide and very fun. You should try it. You see lots of sites and it is easy to follow along. They make sure you are taken care of. And very accommodating.
Read more
Lots of fun
New York City
Guided Tour Pick your Ride Trikes Mopeds Segways and Bike Tour
Debra_G, Sep 2026
Lots of fun
We loved it. Our guide was fantastic. Energetic, outgoing and very knowledgeable of the area. We would highly recommend this tour and the 3 wheel bike are so much fun.
Read more
Stay cool and enjoy the view!
New York City
Naples Luxury Sightseeing Cruises
VFD56, Aug 2026
Stay cool and enjoy the view!
We purchased tickets for the Sunset Cruise. We chose not to have dinner on board but we able to buy drinks and apps. Both were fairly good. The narration was good and the views were great. Sunset was beautiful. We boarded early and managed to secure an outside table on the back of the second deck which was shaded by the third deck. It was great for viewing however there wasn’t enough of a breeze (in August) to compensate for the heat and direct sunlight streaming in under the ceiling. If you don’t mind the heat, or if you’re sailing in the cooler months, it’s a great spot. Otherwise choose an inside table on the left side of the ship for more shade!
Read more
Great way to sample...
New York City
Naples FL Walking Food Tour on 5th Ave South
Christine_M, May 2026
Great way to sample...
Great way to sample delicious food on Fifth Avenue, Naples, Florida. Liz was fabulous and so were the restaurants!
Read more
Very fun activity with me...
New York City
Naples Famous Sunset Tour -Electric Trike Tour at Sunset All Ages
Aarushi_P, May 2026
Very fun activity with me...
Very fun activity with me and my parents. The tour guide was a really nice guy and knew a lot about the towns history!
Read more
Trike tour
New York City
Naples Florida Sunset Tour -Trike Tour of Naples
Melinda_K, Apr 2026
Trike tour
This was such a fun thing to do in Naples and our guide was very knowledgeable and so fun!! A must do!
Read more
Great tour guide!
New York City
Guided Bicycle Tour of Downtown Naples Florida
NHNancy_S, Feb 2026
Great tour guide!
If you book with Cool SWFL, the bike tour operator will charge you a ‘$5.00 tax per person for going through Cool SWFL’, which is where I learned of the tour. Unfortunate that I did not see that when booking through Cool SWFL. .
Read more
Tour Day!
New York City
Electric Trike & Moped Tour of Downtown Naples – Fun For Everyone
John_C, Feb 2026
Tour Day!
Great time and tour guide! Tour was so much time and our tour guide was a lot of fun too and knowledgeable of Naples!
Read more
Experience of a lifetime!
New York City
4 Hour Keewaydin Island Beach Tour
Audra C, Feb 2026
Experience of a lifetime!
Wonderful experience of a lifetime! It was my husband, me & Captain Stephen on board. Captain Stephen was very knowledgeable and took the time to show us dolphin, osprey, pelicans and more and educate us on the special mangroves and the unique coastline of Florida. On Keewaydin we found amazing shells at every step! There were food trucks available. The boat was very clean and nice and even had a bathroom. From the boat, the captain and Keewaydin, I can’t imagine a better experience! My expectations were exceeded in every way! If I’m ever fortunate enough to visit Naples again, this tour & Captain Stephen will be a must!
Read more
Diego was a great guide....
New York City
Your Ride Your Adventure Trikes Mopeds Segways and Bike Tour
Stephen_B, Jan 2026
Diego was a great guide....
Diego was a great guide. He gave a lot of really interesting information. We got to see a lot of really neat places in Naples. I would recommend the electric trikes tour if you want to see the sites of the city of Naples.
Read more
Awesome boat trip!
New York City
Naples Deep Sea Fishing Charters
abrahamlZ2364WL, Jan 2026
Awesome boat trip!
Fabulous Black Grouper boat trip & permit too! Definitely worth doing highly recommended. Informative Captain Chris and a fun 4-hour boat trip with my kids
Read more
Great trip in my life
New York City
Marco Island Inshore Fishing Charters
maintonj, Jan 2026
Great trip in my life
This was an amazing trip booked on the day because of the beautiful weather. We are so pleased that we did, as it was amazing. The captain, Santiago, was welcoming and very knowledgeable about the area and the tarpon fish. The boat itself, in my humble opinion, was the nicest of those available that day. A great experience and well worth the money! If you don't own a boat, I thoroughly recommend this trip!!
Read more
Keewaydan 4 hour tour
New York City
4 Hour Keewaydin Island Beach Tour
valeriebucci2018, Nov 2025
Keewaydan 4 hour tour
I was a little disappointed that we weren’t given any information about areas we were passing. I thought this would be more of a “tour”. No sighting of dolphins although I don’t think he was looking we were going so fast. Otherwise the trip was excellent!
Read more
Excellent trip...
New York City
Marco Island Inshore Fishing Charters
mertis0, Nov 2025
Excellent trip...
Really good day of fishing. The captain, Chris, was helpful, knowledgeable, and attentive throughout our trip. He was really helpful in showing what rigs to use and what bait. The boat is kept in top-notch condition and clean. We caught plenty of yellowtail and also spotted seatrout. I would highly recommend it for a day's fishing, whether you are a novice or seasoned angler. It caters to everyone.
Read more
It was a really fun...
New York City
Guided Tour Pick your Ride Trikes Mopeds Segways and Bike Tour
Marsha_B, Oct 2025
It was a really fun...
It was a really fun experience! Diego was great and it was nice to see downtown Naples! Wear sunscreen though!
Read more
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