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Tampa Luxury & Special Occasions

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Tampa Tours

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4 hour fishing Charter

Experience Tampa Bay with a true Florida Native. Capt. Jason has been a full-time fishing guide for over 15 years. He will make sure you …More

5.0 (16)

4 hour fishing Charter

Experience Tampa Bay with a true Florida Native. Capt. Jason has been a full-time fishing guide for over 15 years. He will make sure you...

4 hours • Free Cancellation
5.0 (16)
from
$700
Island Hop Tampa Bay Private Boat Excursion

Welcome aboard Staying Afloat Party Boat Tampa for an island hopping extravaganza you'll never forget! Our private boat adventure in Tampa Bay is all about …More

4.9 (31)

Island Hop Tampa Bay Private Boat Excursion

Welcome aboard Staying Afloat Party Boat Tampa for an island hopping extravaganza you'll never forget! Our private boat adventure in Tampa Bay is all about...

4 hours
4.9 (31)
from
$680
Half-Day Private Guided Nature of Florida’s Gulf Coast Eco Tour

Our Private Eco Tours are Fun for the Whole Family! Enjoy the views and beautiful nature of Florida’s Gulf Coast. We offer with island excursions. …More

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

Half-Day Private Guided Nature of Florida’s Gulf Coast Eco Tour

Our Private Eco Tours are Fun for the Whole Family! Enjoy the views and beautiful nature of Florida’s Gulf Coast. We offer with island excursions....

3 hours 30 minutes • Free Cancellation
5.0 (2)
from
$513
Customized Ybor City Private Brewery Tour by Golf Cart

By booking a Zip Ride Brewery Tour, up to five guests are provided pickup, drop off and transportation between up to five Breweries. There are …More

5.0 (14)

Customized Ybor City Private Brewery Tour by Golf Cart

By booking a Zip Ride Brewery Tour, up to five guests are provided pickup, drop off and transportation between up to five Breweries. There are...

2 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (14)
from
$235
Customized Tampa Heights Private Brewery Tour by Golf Cart

By booking our tour, up to five guests are provided pickup, drop off and transportation between up to five breweries. There are five breweries in …More

5.0 (12)

Customized Tampa Heights Private Brewery Tour by Golf Cart

By booking our tour, up to five guests are provided pickup, drop off and transportation between up to five breweries. There are five breweries in...

2 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (12)
from
$235
Private Tampa Florida Inshore Fishing Charters

Explore the diverse waters of Tampa Bay on a private inshore fishing charter through shallow flats, protected backwaters, mangrove shorelines, and coastal habitat. With an …More

5.0 (16)

Private Tampa Florida Inshore Fishing Charters

Explore the diverse waters of Tampa Bay on a private inshore fishing charter through shallow flats, protected backwaters, mangrove shorelines, and coastal habitat. With an...

4 to 6 hours • Free Cancellation
5.0 (16)
from
$221
Private Tampa Food Tour with 5 Local Classic Tastings

On our walking food tour in Tampa, you'll enjoy a variety of classic bites From award winning Cuban sandwiches and deviled crab to handcrafted guava …More

5.0 (1)

Private Tampa Food Tour with 5 Local Classic Tastings

On our walking food tour in Tampa, you'll enjoy a variety of classic bites From award winning Cuban sandwiches and deviled crab to handcrafted guava...

3 hours • Free Cancellation
5.0 (1)
from
$145
Local Guide Private Tampa City Tour by Golf Cart (Up to 5 riders)

On this tour, you and up to five guest will get to experience and see the full essence of Tampa. We will travel along the …More

5.0 (62)

Local Guide Private Tampa City Tour by Golf Cart (Up to 5 riders)

On this tour, you and up to five guest will get to experience and see the full essence of Tampa. We will travel along the...

1 hour 30 minutes • Free Cancellation
5.0 (62)
from
$135
Private Tour to Christmas Winter Village, Bayshore and Hyde Park

By booking our tour, up to five guests are provided pickup, drop off and transportation by a custom Golf Cart between some of the best …More

5.0 (17)

Private Tour to Christmas Winter Village, Bayshore and Hyde Park

By booking our tour, up to five guests are provided pickup, drop off and transportation by a custom Golf Cart between some of the best...

1 hour 30 minutes • Free Cancellation
5.0 (17)
from
$135
Downtown Tampa Food with Drink and Cultural Walking Tour by TBFT

Savor the Flavors of Downtown Tampa’s Riverwalk! Embark on a 3-hour walking food and wine tour through downtown Tampa and the scenic Riverwalk. Enjoy a …More

5.0 (9)

Downtown Tampa Food with Drink and Cultural Walking Tour by TBFT

Savor the Flavors of Downtown Tampa’s Riverwalk! Embark on a 3-hour walking food and wine tour through downtown Tampa and the scenic Riverwalk. Enjoy a...

3 hours • Free Cancellation
5.0 (9)
from
$124
Tampa Downtown Helicopter Tour

Depart from flyVENTURE to the West, enjoying a view of the most elaborate homes of Davis Island and Bayshore Blvd as you turn North towards …More

5.0 (16)

Tampa Downtown Helicopter Tour

Depart from flyVENTURE to the West, enjoying a view of the most elaborate homes of Davis Island and Bayshore Blvd as you turn North towards...

15 minutes • Free Cancellation
5.0 (16)
from
$119
Tampa Riverwalk Street Food by the Bay 3 Hour Walking Food Tour

The 'Hilarious' Fun Food Tour! A ridiculously fun, high-energy, Street bites, bold Trivia & belly laughs, 3 HR walking food adventure through the Water Street/Riverwalk …More

5.0 (26)

Tampa Riverwalk Street Food by the Bay 3 Hour Walking Food Tour

The 'Hilarious' Fun Food Tour! A ridiculously fun, high-energy, Street bites, bold Trivia & belly laughs, 3 HR walking food adventure through the Water Street/Riverwalk...

3 hours • Free Cancellation
5.0 (26)
from
$119
Tampa Romantic Helicopter Tour

Take romance to new heights with a private helicopter ride in Tampa, Florida. This unforgettable flight pairs champagne, roses, and stunning skyline views—perfect for anniversaries, …More

5.0 (3)

Tampa Romantic Helicopter Tour

Take romance to new heights with a private helicopter ride in Tampa, Florida. This unforgettable flight pairs champagne, roses, and stunning skyline views—perfect for anniversaries,...

20 minutes • Free Cancellation
5.0 (3)
from
$109
Tampa Food Tour with 5 Tastings of Local Favourites Classics

On our walking food tour in Tampa, you'll enjoy a variety of classic bites. From award winning Cuban sandwiches and deviled crab to handcrafted guava …More

4.9 (24)

Tampa Food Tour with 5 Tastings of Local Favourites Classics

On our walking food tour in Tampa, you'll enjoy a variety of classic bites. From award winning Cuban sandwiches and deviled crab to handcrafted guava...

3 hours • Free Cancellation
4.9 (24)
from
$108
Historic Ybor City Food and Culture Walking Tour

Ybor City is one of the most historic and culturally unique neighborhoods in Florida, and this tour explores it through the foods and stories that …More

5.0 (21)

Historic Ybor City Food and Culture Walking Tour

Ybor City is one of the most historic and culturally unique neighborhoods in Florida, and this tour explores it through the foods and stories that...

3 hours • Free Cancellation
5.0 (21)
from
$99
Ultimate Tampa E-Bike Sightseeing Tour

Experience Tampa in a fun, active, and effortless way on this guided e-bike sightseeing tour. Perfect for visitors who want to explore the city by …More

5.0 (13)

Ultimate Tampa E-Bike Sightseeing Tour

Experience Tampa in a fun, active, and effortless way on this guided e-bike sightseeing tour. Perfect for visitors who want to explore the city by...

1 hour 30 minutes • Free Cancellation
5.0 (13)
from
$75
Clear Kayaking Glow Tour in Tampa Riverwalk

Embark on a magical nighttime adventure on the Hillsborough River and experience Tampa's iconic landmarks illuminated by our glowing clear kayaks. Our knowledgeable guides will …More

Likely to Sell Out
Likely to Sell Out
4.5 (10)

Clear Kayaking Glow Tour in Tampa Riverwalk

Embark on a magical nighttime adventure on the Hillsborough River and experience Tampa's iconic landmarks illuminated by our glowing clear kayaks. Our knowledgeable guides will...

2 hours • Free Cancellation
4.5 (10)
from
$74
Iconic Ybor Cuban Sandwich and History Tour

Beat the Florida heat with this morning 2 hour experience in historic Ybor City. See all the landmarks, architecture, and historical sites and hear the …More

5.0 (1)

Iconic Ybor Cuban Sandwich and History Tour

Beat the Florida heat with this morning 2 hour experience in historic Ybor City. See all the landmarks, architecture, and historical sites and hear the...

2 hours • Free Cancellation
5.0 (1)
from
$70
Tampa's Cigar City Bus Tour

Tampa Minibus Tours is ready to take you for a taste of the Cigar Capital of the World. Come aboard our 12 passenger air-conditioned minibus …More

4.9 (45)

Tampa's Cigar City Bus Tour

Tampa Minibus Tours is ready to take you for a taste of the Cigar Capital of the World. Come aboard our 12 passenger air-conditioned minibus...

3 hours 30 minutes • Free Cancellation
4.9 (45)
from
$60
Go Tiki Tours Tampa "#1 Floating Tiki Boat" Bathroom on Board

Join us on a 2-Hour Private Day Tour, the ultimate celebration destination on Downtown Tampa Riverwalk! Whether you're toasting to a birthday, waving goodbye to …More

Likely to Sell Out
Likely to Sell Out
4.9 (8)

Go Tiki Tours Tampa "#1 Floating Tiki Boat" Bathroom on Board

Join us on a 2-Hour Private Day Tour, the ultimate celebration destination on Downtown Tampa Riverwalk! Whether you're toasting to a birthday, waving goodbye to...

2 hours
4.9 (8)
from
$59
Guided Tampa Sightseeing Tour in a Deluxe Street Legal Golf Cart

You and your Tour Guide will Cruise through the Streets of Tampa in a Deluxe Street Legal Golf Cart. You'll Explore the Best Places to …More

5.0 (1,534)

Guided Tampa Sightseeing Tour in a Deluxe Street Legal Golf Cart

You and your Tour Guide will Cruise through the Streets of Tampa in a Deluxe Street Legal Golf Cart. You'll Explore the Best Places to...

90 to 120 minutes • Free Cancellation
5.0 (1,534)
from
$49

Frequently Asked Questions

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

Recent tour reviews
Exceptional tour!
New York City
Guided Tampa Sightseeing Tour in a Deluxe Street Legal Golf Cart
Cindy_J, Sep 2026
Exceptional tour!
So cool! Lots of good information about a city that we love so much and love to visit often. The tour guide was exceptional. She was funny, personable, and very knowledgeable.
Read more
Best Cigar Tour In Tampa
New York City
Tampa’s Cigar City Bus Tour
Darryl216, Sep 2026
Best Cigar Tour In Tampa
⭐⭐⭐⭐⭐ An Excellent Cigar Tour in Tampa!What an amazing experience! The cigar tour in Tampa was absolutely fantastic. From learning about the rich history and tradition of cigar making to enjoying the atmosphere and craftsmanship, everything was top-notch. Our tour guide Jamal was knowledgeable, friendly, and made the entire experience fun and memorable. You can truly appreciate the time, passion, and skill that go into making a great cigar.If you’re a cigar lover or just looking for something unique to do in Tampa, I highly recommend this tour! Great experience, great people, and an unforgettable time. I will definitely be back! 🚬🔥
Read more
Walking history and food tour of Ybor
New York City
Iconic Ybor Cuban Sandwich and History Tour
edwardmF4922YB, Sep 2026
Walking history and food tour of Ybor
Wonderful walking tour. The tour guide was outstanding. Loved hearing the history of Ybor.
Read more
Informative and Fun tour of Ybor City
New York City
Historic Ybor City Food and Culture Walking Tour
128blessing, Sep 2026
Informative and Fun tour of Ybor City
Serg was a fantastic guide, extremely knowledgeable about the area with stories describing the history. We thoroughly enjoyed the tour, the cafe con Leche at Hotel Haya and the Cuban and 1905 salad at the Columbia. The tour at the Columbia was an added bonus. I wish we has taken the longer tour in that the time went so fast.
Read more
A pleasant time is guaranteed for all
New York City
Guided Tampa Sightseeing Tour in a Deluxe Street Legal Golf Cart
Patrick_Y, Sep 2026
A pleasant time is guaranteed for all
Fun time and a knowledgeable upbeat host in Hannah our driver and host. Learned a lot about Tampa too.
Read more
Need to learn more about Tampa?
New York City
Local Guide Private Tampa City Tour by Golf Cart (Up to 5 riders)
H5997OPbethk, Sep 2026
Need to learn more about Tampa?
Andrew did a great job showing us around!
Read more
Great way to see Ybor City!
New York City
Historic Ybor City Food and Culture Walking Tour
MadTown96, Sep 2026
Great way to see Ybor City!
If you are like us and like food and history, this is the tour for you! Kristie was an amazing guide and so fun to talk to! The food at every stop was amazing and the history of the Ybor area was so fascinating to learn about! Would definitely recommend this tour to anyone coming to the Tampa area. Just come hungry and wear comfortable shoes!
Read more
Don’t miss this tour!
New York City
Ultimate Tampa E-Bike Sightseeing Tour
williammE6385FY, Sep 2026
Don’t miss this tour!
As a 63 & 53 year old, we enjoyed our bike tour with Edwin. He was very professional and informative. Safety was always first. Edwin gave us walkie talkies to communicate as well as to narrate our trip. We hit the highlights, riding along the Riverwalk, the bay, and Davis Island. I would take another ebike tour again with this company. Outstanding! Thank you, Edwin, for the fabulous ride!
Read more
Fun adventure
New York City
Clear Kayaking Glow Tour in Tampa Riverwalk
kanars2021, Sep 2026
Fun adventure
Visited Tampa with my daughter and this adventure was Very fun and exiting experience - the tour guide John did a great job and he was extremely pleasant and professional - next time I visit Tampa for sure going back.
Read more
Food was very good. ...
New York City
Tampa Riverwalk Street Food by the Bay 3 Hour Walking Food Tour
Amie_G, Sep 2026
Food was very good. ...
Food was very good. All within close walking distance. Drink available to purchase on site. Nice time
Read more
Amazing tour
New York City
Ultimate Tampa E-Bike Sightseeing Tour
familiam162, Sep 2026
Amazing tour
This was a great bike ride and lots of fun! The tour guide was knowledgeable and engaging, sharing lots of interesting facts about Tampa. We got to se many beautiful sites, and the bikes were super smooth. This is definitely a must do.
Read more
Amazing guided tour of Tampa
New York City
Local Guide Private Tampa City Tour by Golf Cart (Up to 5 riders)
R1388JFlaurag, Sep 2026
Amazing guided tour of Tampa
This guided tour was absolutely amazing!! Worth every cent! My family and I booked for a tour during Labor Day weekend and I am so glad I did. Andrew (the guide) is excellent at his job and extremely knowledgeable. I cannot recommend him and this tour enough! 100/10!! ⭐️⭐️⭐️⭐️⭐️
Read more
Great time. You gotta do it!!
New York City
Tampa Romantic Helicopter Tour
C6640OXjeanp, Aug 2026
Great time. You gotta do it!!
This was sooooooo amazing!!!! We had a GREAT time. He saw we were Tampa bay buccaneers fans and flew us around the stadium!!!!!!! Awesome video
Read more
Beautiful Scenery
New York City
Clear Kayaking Glow Tour in Tampa Riverwalk
Nikia_W, Aug 2026
Beautiful Scenery
My and my cousin had an amazing time. We were scared at first but after a while we got used to it. When we fell behind our instructor came and checked on us and even help us when we got tired. Definitely an amazing experience!!
Read more
Saturday with the boys on the bus
New York City
Tampa’s Cigar City Bus Tour
E5459TTadame, Aug 2026
Saturday with the boys on the bus
Right from the start this tour was hands down the best tour we’ve ever been on. The comfort level we had with our guide was through the roof. He was knowledgeable about every place he brought us and shared experiences and culture about the cigar industry throughout each stop. We were a group of 11 guys and Jamal fit right in. Would totally recommend to anyone that wants the cigar experience of Tampa to book here!!
Read more
Heights Brewery Tour
New York City
Customized Tampa Heights Private Brewery Tour by Golf Cart
nhalpern86, Aug 2026
Heights Brewery Tour
Andrew did a grear job being our guide for our Heights Brewery Tour. He was on time, polite, and made sure we had a great time!
Read more
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