Top St Petersburg Private Sightseeing Tours

Soar above the vibrant skyline of St. Petersburg with the Downtown St. Petersburg Helicopter Tour. This unforgettable ride offers stunning aerial views of the city’s iconic landmarks, waterfront parks, and bustling marinas, all while gliding over the sparkling waters of Tampa Bay. This unique perspective showcases the dynamic cityscape and stunning coastline, ensuring an experience unlike any other. - 16 miles of scenic flight over downtown St. Petersburg - Discover 5 key points of interest including the St. Pete Pier and Florida Skyway - Suitable for small groups with a maximum of 3 passengers per flight - All flights depart from Albert Whitted Airport with free parking available

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 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.

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.

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.

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

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.

Enjoy watching the sunset on the water with this private sunset cruise for groups of up to six passengers. Board the boat at O’Neill’s Marina in St. Petersburg and sit back and relax as your skipper pilots the boat out along Tampa Bay. Enjoy watching the sunset and admire views of the Sunshine Skyway Bridge lit up at night as you savor the provided snacks and bottled 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. Enjoy holiday treats, 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!

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.

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.

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.

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.

Enjoy a private, 2-hour luxury cruise for up to 6 guests aboard our Axopar Sun Top performance yacht. With its powerful twin engines (700 HP), it’s the perfect combination of luxury and performance. Our itinerary includes a day of seeing the best of the Tampa Bay area. We'll tour around beautiful Tampa Bay islands and popular attractions including Bunces Pass, Fort DeSoto, Egmont Key and more. You'll enjoy breathtaking seascapes filled with dolphins, manatee and other sea life. We'll anchor up so you can take a swim in the calm tropical Gulf waters or go shelling along the beach. Your safety is our top priority, so you and your guests can focus on what’s important - relaxation and fun! Our exclusive list of USCG credentialed captains includes first responders with specialized knowledge of Tampa Bay area waters, with elite water rescue training expertise. Advanced safety equipment onboard including an AED.

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.

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.

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.

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.

While in Treasure Island, see the beautiful area without getting caught in the crowds on land. This Treasure Island Sailing Experience lets you go on a small-group cruise around either the Gulf of Mexico or Boca Ciega Bay. You can bring your own drinks as a cooler is provided for cruiser goers to use, or you can enjoy the included soda and bottled water.

The St. Petersburg Quick Hop Tour offers a unique aerial perspective of Florida's Gulf Coast, showcasing stunning views of downtown St. Pete, Tampa Bay, and the Gulf shoreline. As you soar through the sky, take in the vibrant marinas and picturesque waterfront parks. This brief yet exhilarating helicopter ride is perfect for both locals and visitors seeking a memorable adventure above the city. With a maximum of three passengers, you're guaranteed an intimate experience that highlights the beauty of the region from an unforgettable angle. - Enjoy a 10-mile helicopter flight over scenic St. Petersburg - See key landmarks including Eckerd College and Tierra Verde Bridge - Ideal for small groups, with a maximum of 3 passengers per flight - Departures from Albert Whitted Airport with free parking available

Our new 2024 GTX 300's have arrived! Spend a fabulous 90 minutes on the water (longer times available) with our professional guide. We often see manatees during the summer months (not guaranteed) and dolphins. We will start our tour from Maximo Park Boat Ramp and visit the Sunshine Skyway Bridge or Ft. Desoto or Shell Key for a walk on the beautiful white sandy beach or a wade in the beautiful Gulf. We can also customize lunch on the beach for you or visit other attractions or upgrade time to see other keys and sand bars in the area. There is so much to do and the guided tour allows you to see much more than renting a ski on your own! PLEASE NOTE: Florida requires all PWC operators born after January 1, 1988 hold a Florida Boaters license. The course takes 60 minutes and costs $20. Link will be sent to you after you book. Your choice whether or not to complete the course but risk is there if we are "pulled over" by fish and game.

If you’ve ever dreamt of exploring your very own deserted island, a day trip to Egmont Key State Park may just be just the ticket. The ruins of Fort Dade (a military garrison built during the Spanish-American War in 1898) and a working lighthouse that’s more than 150 years old. The lighthouse is a relic of the prominent role the island played in Florida’s Seminole Indian War in 1854 as well as the Civil War. Immerse yourself in the island’s rich past by walking around Fort Dade, including a carriage brick road, sidewalks, gun batteries and a guardhouse. The guardhouse building has been restored to serve as a visitor center and small museum (hours are sporadic). Learn more about the island’s environment and heritage through wildlife and history exhibits here. Plus: Encounter playful dolphins in their natural habitat, a heartwarming spectacle that underscores our commitment to responsible tourism.