Top St Petersburg Private Sightseeing Tours

This kayak tour offers a balanced way to explore coastal ecosystems while remaining accessible for a range of experience levels. Guests benefit from guided navigation through mangrove tunnels, with opportunities to spot local wildlife along the route. With beach time at Shell Key, complimentary photos, and a private setting, it provides a personalized, well-paced outdoor experience with lasting takeaways.

Explore the stunning shores of Shell Key on this 3-hour guided shelling tour. Discover beautiful and unique shells as you stroll along the shoreline or snorkel in the warm shallows. With a knowledgeable guide, find hidden gems and learn about the local ecosystem. Ideal for families, beach lovers, and anyone looking to enjoy a day in the sun, this tour promises a relaxing time immersed in nature's beauty. *Each guest is provided with a cleaned and sanitized mask & snorkel as well as an inflatable tube to relax in the water. **Photos from your experience will be emailed to each group for no additional cost!

This experience includes multiple photo stops, giving you plenty of time to step off the cart, pose in front of iconic murals, and capture unforgettable photos. Because this is a private tour, the pace is relaxed and flexible—stop where you want, ask questions, and tailor the ride to your interests.

In Madeira Beach, enjoy a private tiki boat tour where you can spend the day on the water or at a waterside bar. Bring your favorite drinks to store in the on-board cooler so you can sit and sip during the ride. Choose your level of fun: keep it relaxed with sightseeing, turn up the volume to dance, or bar hop along the coastline.

If you want to explore the waters near St. Pete Beach at night, but are too intimidated to journey out on your own because the area is home to a lot of marine life, this tour is a great choice. This St. Pete Beach Glass Bottom Kayak LED Night Tour lets you go out with a guide who knows the area and its ecosystem well and who can easily lead the way even in the dark.

Why Choose Pierside Tours: Not all tours are created equal. Here’s what makes us different: Private, Comfortable Experience No crowded buses or long walks—just you, your group, and a smooth ride through the city. Local, Curated Storytelling Every stop is intentional. Every story is real. We connect the dots in a way you won’t get anywhere else. See More in Less Time Cover more ground than a walking tour while still getting an up-close experience. Designed for Visitors & Locals

Tour the historic streets of St. Petersburg, Florida, with a fun and engaging guided golf cart ride. Discover the city's charm as you learn about iconic landmarks such as the Million Dollar Pier, Snell Arcade, and the Vinoy Resort. This unique experience brings local history to life, making it perfect for both visitors and locals alike. Enjoy a comfortable ride while soaking in the rich stories behind each landmark, and get ready for a delightful journey through time. - Guided golf cart tours showcasing St. Petersburg's history - Visit numerous iconic sites throughout the area - Perfect for both locals and visitors looking to explore the city - Comfortable and engaging way to learn about St. Pete's charm

Step aboard an evening cruise for dinner and drinks while you take in views of St Pete Beach. Watch over the landmarks of St Petersburg and fill up on food from the tropical-themed buffet. An open bar means you won't go thirsty while jamming to island music from the onboard DJ and other entertainment.

Explore the local waters on a thrilling jet ski tour, where adventure meets the beauty of nature. Led by a local guide, you'll uncover hidden islands and possibly encounter pods of playful dolphins along the way. This tour is adaptable to all ages and skill levels, ensuring an exciting experience for everyone. Custom requests for specific areas of interest can be made during booking, with popular spots including Shell Key Wildlife Preserve, Bunce’s Pass Sandbar, and parts of Ft. DeSoto State Park. - Thrilling jet ski tour suitable for all ages - Explore hidden islands with a local guide - Opportunity to see playful dolphins in their natural habitat - Customizable routes based on participant interests -Any driver born after 1987 must possess a Boater's Safety Card. Must be N.A.S.B.L.A affiliated. -Any driver born after 1987 can get a Florida Boater's Safety card from an online provider.

Experience the magic of a lifetime on our sunset boat cruise! Feel the gentle sway of the boat as the sun dips below the horizon, casting vibrant hues across the sky. Witness nature's canvas as the colors change from fiery oranges to calming purples. It's a thrilling and unforgettable journey, the perfect way to unwind and create lasting memories. Plus: Embark on a captivating eco tour that seamlessly blends nature and adventure. Join us for a mesmerizing experience as you cruise through pristine waters, surrounded by the breathtaking beauty of coastal landscapes. Encounter playful dolphins in their natural habitat, a heartwarming spectacle that underscores our commitment to responsible tourism. Our knowledgeable guides will share insights about the local marine ecosystem, making this sightseeing journey an enriching and eco-friendly escape for nature enthusiasts.

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks, light snacks, Bluetooth music, paddleboards, floating mat, snorkel gear, towels, shaded seating, and spacious lounge areas included. Each trip is customized around your group’s priorities, whether you want scenic cruising, swimming, relaxing, sightseeing, sunset views, or a special celebration on the water.

Experience the holiday magic of St. Petersburg like never before from the comfort of our private golf cart, guided by a local who knows all the best light displays. Unlike crowded trolley or walking tours, this intimate ride lets you cruise right up to the city’s most dazzling homes and parks, from the twinkling waterfront at Vinoy and Straub Parks to the beautifully decorated streets of Old Northeast and Snell Isle. Sip hot cocoa, listen to classic Christmas jingles, and take in the sparkle of the season at your own pace. With festive décor, local insights, and cozy charm, this is St. Pete’s most fun and personal way to see the holiday lights!

Best value at the beach. We are a family owned boat tour operator in Madeira Beach. We specialize in private boat tours to secluded sandbars and barrier island beaches. Along the way we'll see dolphins, local wildlife and beautiful waterfront homes. Once anchored at your beach of choice you can indulge in shelling, a leisurely beach walk and swimming in the clear blue waters. Your're welcome to bring your own snorkel equipment. Our goal is to make you safe, comfortable and to have fun engaging in the activities you choose. It's going to be a special day you won't forget.

Discover St. Petersburg's undeveloped Shell Key Preserve on this exciting kayak excursion. Join a small group and gear up for your adventure through mangrove tunnels and shallow seagrass meadows. While you paddle, observe local wildlife like sea turtles and seabirds and stop at Shell Island to collect seashells or go for a swim.

Look for dolphins around Boca Ciega Bay in St. Pete Beach on a cruise in the Tampa Bay Area. Continue into the Gulf of Mexico to visit Shell Key island, a wildlife preserve where you can snorkel, swim, or collect shells on the beach. Depending on the season, you might spot dolphins, manatees, rays, and a variety of seabirds. This family-friendly tour offers both a late morning and afternoon departure, making it easy to suit your schedule.

Your own 42’ Bali 4.2 catamaran—no crowds, just your group (up to 6). Cushioned lounge seating and shaded areas as a USCG-licensed captain sails prime routes across St. Pete/Tampa Bay. Chilled soft drinks + ice, Bluetooth music, and optional add-ons for a tailored golden-hour escape.

Take a relaxed sunset cruise launching from St. Pete Beach and view a different side of the city on this shared small group boat ride. Although it’s shared, the passenger count is kept low to create a semi-intimate experience as you cruise through residential canals to view local mansions. As you pass by Tierra Verde, you might see dolphins swimming near your boat. Bottled water is provided, as well as blankets in the cooler months.

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks, light snacks, Bluetooth music, paddleboards, floating mat, snorkel gear, towels, shaded seating, and spacious lounge areas included. Each trip is customized around your group’s priorities, whether you want scenic cruising, swimming, relaxing, sightseeing, sunset views, or a special celebration on the water.

Get out on the water and see Tampa Bay from a new perspective with this kayaking tour. Ride in a clear kayak—which has the advantage of greater visibility of the underwater world. Along the way look out for coastal birds, marine life, and the beautiful mangroves. No need to worry about missing out on photo opportunities—the trip includes photo stops and a break at Shell Key to enjoy its beach and sandbars.

Experience one of Florida's most breathtaking sunsets from the best seat in the house—on the water. Gather your crew of up to 12 guests and cruise across the beautiful Gulf as the sky transforms into brilliant shades of orange, pink, and purple. Whether you're celebrating a special occasion or simply enjoying a relaxing evening, our sunset cruise offers the perfect blend of fun and unforgettable views. Bring your favorite drinks and snacks, connect to our Bluetooth sound system to play your own playlist, and we'll take care of the rest with coolers stocked with ice, bottled water, cups, and shot glasses. We’re even pet-friendly (pet fee applies), so your four-legged family members can join the adventure too. Sit back, soak in the scenery, and create memories you'll be talking about long after the sun dips below the horizon.

St Petersburg is a popular spot for fishing along Florida’s West Coast, with miles of backcountry waters and islands to explore. This private fishing charter can be completely customized to suit your preferences, with an expert guide on hand to offer tips and maximize your chances of a catch. Bring lunch or some beers on-board, cruise around the bay and barrier islands, and try your luck fishing for trout, snapper, mackerel, and redfish.

This all‑inclusive private Weeki Wachee springs adventure is designed for travelers who want crystal‑clear water, good food, and zero logistics to worry about. You’ll have your own vehicle, guide, and kayaks, with round‑trip private transport from St. Pete, reserved boats, premium gear, and a riverside lunch with cold drinks so you never have to think about parking, timing, or what to pack. As a small local concierge team, we design the day around your group’s pace, time our launch to avoid the worst crowds, and share local tips and photos along the way, so it feels like spending the day at the springs with a knowledgeable friend who’s planned it all just for you.

The Tampa Skyline Tour offers an unparalleled aerial view of Tampa's vibrant skyline and surrounding waters. Soar above iconic landmarks like the Florida Aquarium and the historic Tampa Theatre while capturing the beauty of Tampa Bay from the sky. This 35-mile flight provides a unique perspective on the city's dynamic landscape, perfect for photo enthusiasts and urban explorers alike. With a maximum of 3 passengers per flight, enjoy an intimate experience with stunning visuals and expert guidance. The tour departs from Albert Whitted Airport, ensuring easy access and free parking. Don't miss the chance to see Tampa like never before. - 35 miles of breathtaking aerial views of downtown Tampa - Visit 7 key points of interest, including the Gandy Bridge and St. Pete Pier - Maximum of 3 passengers per flight for a personalized experience - Departures from Albert Whitted Airport with free parking available