Top Tampa Private and Luxury

Tampa is a city of many cultures, communities, and cuisines. Cruise around in a street-legal golf cart and discover local secrets, history, and culture from a local guide. Ride around multiple parts of the city where you’ll pass by the city's most expensive neighborhoods, historic Ybor City, restaurants, shops, and much more. All you have to do is sit back and relax as you enjoy the best of Tampa.

• FREE authentic original Tampa Cuban sandwich tasting at the iconic Flan Factory in historic Ybor City, included with your ticket • Tampa’s only open-air sightseeing trolley tour with unbeatable 360° views and fresh air • One of Tampa’s best values for a guided sightseeing + tasting experience • Explore Tampa’s most iconic districts in just 90 minutes to 2 hours including Ybor City, Downtown Tampa, Riverwalk, Channelside, and vibrant mural districts • Discover Tampa’s rich cigar-making history, cultural landmarks, hidden gems, and fascinating local stories • Complimentary bottled water included (BYOB friendly for adult guests) • Comfortable cushioned seating aboard a custom-built premium trolley • Incredible photo opportunities with waterfront views, historic architecture, public art, and city skyline backdrops • Perfect for first-time visitors and locals alike wanting to experience the real Tampa beyond the usual tourist stops

Explore one of Florida's most picturesque harbors on this Tampa history cruise that transports travelers back in time across stunning blue waters. See the real-life pirate ship known as Gabriella up close and take in views of million-dollar homes, popular museums, and the famous 'Plant Hotel' as you listen to expert commentary about the city's rich past.

Discover Tampa on a small-group city tour designed to provide insight beyond surface-level attractions. Travel in a climate-controlled minibus limited to just 12 guests, allowing for a more comfortable and engaging experience as you explore key districts, waterfront views, and historic neighborhoods with expert commentary throughout this 2-1/2 hour tour.

Many celebrity homes in Tampa can only be reached by boat. This Tampa Celebrity Homes Boat Tour takes you out on Tampa Bay to the canals near Davis Islands without having to rent a boat. Catch sight of famous folks’ homes, including baseball players, football players, and actors and actresses. Most tours also run into dolphins in the water as they cruise.

See all of Tampa's iconic neighborhoods and learn about the city's history in one of the most fun ways around - by a street legal golf cart. You will Tour each Tampa neighborhood, visit the university's campus and admire the beautiful Riverwalk, and take plenty of stops for photos at landmarks along the way. Cover plenty of ground in your golf cart while breathing in the warm Florida air. This tour is owned and operated by a University of Tampa graduate.

Experience the best of Tampa on a guided sightseeing tour. Travel comfortably in a premium air-conditioned vehicle as we explore Tampa's historic neighborhoods, vibrant waterfront, and local landmarks while uncovering the stories that shaped the city into what it is today with opportunities to step out for photos at key locations. Learn about Tampa’s growth from a working port to a modern city. This tour is perfect for visitors, new residents, and anyone wanting a complete introduction to Tampa in a single, easy, and informative experience. • Travel in a premium air-conditioned touring vehicle • Enjoy scenic waterfront views of Tampa Bay • View historic photos and visual storytelling that bring Tampa's history to life. • Step out for photo opportunities at iconic locations. • Tour limited to 13 people, more personal and relaxed experience. • Receive insider tips and local recommendations for dining, attractions, and hidden gems.

Do ye think ye have what it takes to be a pirate? Join the crew of the Lost Pearl as they search for treasure in Downtown Tampa. Join in their adventures which include: learning to load a cannon, dodging cannon balls, passing cannon balls to each other, learning to defend yerself using water cannons, following orders and so much more. Lost Pearl also sets sail for holiday and special event cruises.

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 share fascinating stories about Tampa's rich history and vibrant culture as we paddle past Amature Works, the Straz Center, and the University of Tampa. Keep your eyes peeled for otters, dolphins, manatees, and other fascinating creatures that call this beautiful river home. Book your tour today and create unforgettable memories under the stars!

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 stories of the immigrant cultures that built Ybor City. Learn how Ybor was essential to the development of Tampa. Enjoy neighborhood favorites, cafe con leche and have a delicious Cuban sandwich at the iconic Columbia Restaurant, the oldest restaurant in Florida.

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 the single life with a bachelorette party, or enjoying a family outing, our tiki boat offers the perfect blend of fun and relaxation. Cruise along the river waters of Downtown Tampa on our tiki boat, creating memories against the backdrop of the city's skyline. Each tour transforms into a personalized river cruise experience, tailored to make your special occasions even more memorable. For groups of more than 6, the captain is hired separately. We will provide a list of our favorite USCG-Qualified captains for you to hire after your reservation is complete. Join us on the river and discover why our tiki boat is the go-to thing to do in Tampa Bay. Book now and anchor down your perfect day in Downtown Tampa Riverwalk.

Discover the beautiful scenery of Florida’s Gulf Coast with ease on this half-day private eco boat tour from Holiday. Go island hopping, with stops at Caladesi Island, Honeymoon Island, and Anciote Key Preserve state parks, where you can relax on the beach, play in the water, and look for shells, wildlife, and historical sites.

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, proposals, or any special celebration. The ROMANTIC Tour of Tampa with Champagne and Roses is designed for couples looking to turn a special occasion into something unforgettable. Lifting off from Peter O. Knight Airport, the private flight offers sweeping views of downtown Tampa, Davis Islands, and the glittering waterfront. With romantic music playing through the cabin, the setting is effortlessly intimate—perfect for an anniversary, proposal, or simply celebrating love in style. This tour highlights Tampa’s most iconic landmarks from a breathtaking perspective, including the Florida Aquarium, Amalie Arena, Ybor City, and the winding Hillsborough River.

Admire and learn more about the over 670 species of sea creatures at the Florida Aquarium in downtown Tampa. Spot a giant Pacific octopus, turtles, and other aquatic animals from Florida’s seas, as well as wetland wildlife including alligators and river otters. Explore three touch habitats to get closer than ever to moon jellies, stingrays, sea stars, and more, while learning about the aquarium's conservation efforts. Allow 2–3 hours for this fun, family-friendly attraction.

Explore the Tampa, Florida bar scene from the comfort of a street-legal golf cart and a driver to help you get around with ease. From Downtown Tampa to the hip Channel District to Tampa Heights, and more, let your tour leader show you some of the best spots in the city. If you’d like to lean into a specific vibe, just let your guide know.

Fish for hours with a local guide on this private tour sailing through Tampa Bay. Sit back, relax, and let your captain take you to some of the best spots in the area. Enjoy the Tampa waters with a full-time fishing guide who’s got over 15 years of experience giving tours like this one.

As one of only three Historic Landmark Districts in Florida, Ybor City is a can’t-miss neighborhood when visiting Tampa. Often disputed, this area is known as the origin of the classic Cuban sandwich. This small group shared tour will delve into the history of the sandwich, the cigars, and the vibrant Cuban culture which is still thriving in the community today.

Drive through Tampa, Florida in a private golf cart, and listen to tales about the city’s storied past and vibrant present. Enjoy a private tour of the city, and see it all in a way that many locals never will as you travel from Armature Works to Curtis Hixon Waterfront Park to the Channel District (and more) in a comfortable custom golf cart. Upgrade to an extended tour to include the Plant Park and Museum.

Discover one of Tampa’s most supernatural districts as you visit several of the most haunted spots in the Ybor City neighborhood. Grab ghost-hunting equipment such as electromagnetic field (EMF) meters, dousing rods, and motion sensors as you explore spectral spots that most tourists don’t have access to, such as Jose Marti Park and the Cuban Club.

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 built the district. Guests walk the brick streets of Ybor while visiting historic landmarks connected to the immigrant communities that shaped the neighborhood during the cigar manufacturing boom. Along the way, tastings highlight the local flavors that became part of Ybor’s identity. By combining authentic local food with the history of the people who built the community, this experience offers a deeper look at one of Tampa’s most fascinating neighborhoods.

Discover a new Tampa on this small-group tour around the city that’s known as the Cigar Capital of the World. Rather than wearing your legs out walking from one side of town to another, save your energy and tour on a bus instead, and let your guide show and tell you all about Tampa’s history.

This food tour offers an interactive way to explore Tampa’s Riverwalk while combining tastings with group activities. Guests benefit from a structured format that keeps the experience engaging, blending food stops with trivia and social interaction. The guided approach adds local context without slowing the pace, while the inclusion of multiple tastings provides a well-rounded sample of the area.

Ybor city was built by Cuban, Spanish, Italian and Jewish immigrants looking for a better life. Go at your own pace. the tour never expires. This is a Smart Phone Guided Walking Tour App Location Aware Tour. Why take this tour? - Go at your own pace and schedule. The tour NEVER expires. - Stop anytime, get a drink, meal, explore, and continue when ready. - Listen again after taking it in person. - Professionally produced with top notch narration and music to set the atmosphere. It was here, in the town built by the world’s largest cigar factory, the people found freedom, hope and prosperity. On this solo walking tour, you’ll discover Ybor’s Cuban, Jewish, Spanish and Italian past. You’ll see the historic buildings, the best and most historic restaurants, learn why the chickens run free, how the people of Ybor helped Cuba fight for independence, see the land owned by Cuba, hear about the Cubano’s immigrant history, and learn the story of its people.