Top St Petersburg Cruises & Sailing

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.

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

Get out on the water and look for dolphins and other wildlife with this nature boat cruise. Make your way to Madeira Beach to board “The Big Blue Boat,” the largest and most stable dolphin watching boat in the Tampa Bay area, then cruise out in search of dolphins, manatees, sea birds, and more, with full narration along the way.

If you’re looking for a romantic experience, dinners can be overrated and not very exciting. This Treasure Island Sunset Sailing Experience is a great thing for couples to do, as well as anyone looking to relax. You’ll take in sunset views as you sail, and bottled water and soda are provided. If you’d like to bring your own drinks, you also can. Plus, a restroom is on board for convenience as you sail.

Experience the thrill of driving a speedboat across the crystal blue waters of Tampa Bay on this sightseeing tour. Hop on board an F-13 mini speedboat and get ready for adventure. Follow a trained guide in a separate boat with a two-way communication system installed to talk back and forth. Check out the beautiful Florida coast and look for pods of dolphins and other wildlife swimming below or gliding down and around from above.

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.

If you're looking for a place to watch the sun set over Florida's stunning water, but don't want to just sit dockside, this Gulf of Mexico Sunset Cruise from Madeira Beach takes you out on the water to do just that. Bring your own alcohol (or non-alcoholic drinks) and enjoy the sunset over the Gulf of Mexico.

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.

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.

Add some adventure to any Florida vacation with an entertaining and educational sightseeing cruise on Tampa Bay. Beginning in St. Petersburg, relax, enjoy the beautiful scenery and listen to the captain’s live commentary on board the elegant StarLite Sapphire yacht. Choose from the open-air observation deck or select the air-conditioned dining cabin inside. Upgrade to include a delightful lunch; there are six delicious meals to choose from, plus a variety of beverages to purchase from the onboard bar.

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.

Florida’s Gulf Coast offers amazing sunsets each night and locals will tell you that one of the best ways to view it is right from the water. Head down to the St. Pete Pier and join this cruise that offers an impressive sunset showcase. Sail to the Sunshine Skyway Bridge, an impressive structure that’s also a fantastic backdrop for photographs. View the sunset from beneath the bridge then venture back to land for an evening in St. Pete.

Join us on our brand new 50ft Custom Catamaran for an evening like no other! A scenic trip out the Intracoastal and along Shell Key Preserve provides us ample opportunities for dolphin sightings. Once stopped at Outback Key, feel free to take your drinks ashore, search for that perfect shell, and watch the sun kiss the horizon over the Gulf of Mexico. On our return trip, we’ll stop by the Skyway Bridge for the magnificent $15M light show!Truly a must-see!

In Madeira Beach, you won’t have to choose between spending the day on the water or at a waterside bar. Do both during this unique tiki boat tour. 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 for this experience: keep it relaxed with a sightseeing sail, turn up the volume on the speakers to get moving, or bar hop your way around the coastline.

The Egmont Key National Wildlife Refuge is a serene, secluded island in Tampa Bay that’s popular for hiking and fishing. Go beyond the beauty of St. Pete’s Beaches and visit this island on a relaxing half-day tour. Sail from the St. Pete Pier over to Egmont Key and spend a few hours wandering miles of white sand beaches. Bottled water is available but you can bring your own food and drink to enjoy a quiet island lunch.

Florida’s Gulf Coast is coveted for its clear emerald waters and stunning beaches, which you’ll see plenty of on this exciting sightseeing cruise. Instead of boarding a traditional boat, you’ll hop aboard a uniquely designed Shark Boat. Though comfortable, this boat travels at speeds that create wakes which encourage dolphins to play. Watch these animals leap into the air as you sail through the waterways around Madeira Beach.

Whether you’re a local looking for a new way to exercise or a visitor who wants to discover Florida’s waterways, this private kayaking adventure in Tierra Verde is customizable to your desires. This experience includes all of the gear you need, including ocean kayaks, paddles, a safety vest, dry bags, and more. They’ll help you put together a unique tour through the local mangrove tunnels where you can spot plenty of aquatic and aviary wildlife.

Spice up any Florida vacation on an exciting dance cruise on Tampa Bay. Beginning in St. Petersburg, relax, enjoy the beautiful scenery, and listen to live music on board the elegant 'StarLite Sapphire' yacht. Choose from the open-air observation deck or select the climate-controlled dining cabin inside. Either way, the view is incredible and the party is just getting started.

Our Shell Island and dolphin tour is fun for families of all ages, the tour includes a stop at Shell Key preserve, a popular nature preserve known for numerous different types of shells. Snorkeling equipment is available for use at Shell Island. During the tour we will be looking out for wild dolphins, numerous dolphins inhabit the waters around the area. Our vessel is a US Coast Guard inspected vessel carrying up to 42 passengers. The vessel is easy to board both at our dock and the beach. The boat also offers plenty of shade for those trying to stay out of the sun and it is also equiped with a restroom.

Say ‘ahoy’ to a few hours in Tampa Bay with this private cruise. You’ll hop aboard in St. Pete then sail to Coffee Pot Bayou to spot waterfowl at the bird sanctuary. You’re welcome to snorkel or sit back and relax as you wait for dolphins to make an appearance. Extended trip options are available which include tubing and exploring Egmont Key.

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.

Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. Cruise along Downtown St. Petersburg’s scenic waterfront and watch the city glisten in the setting sun. This is a luxury, two-hour sunset sail for up to six guests departing from downtown St. Petersburg with a professional captain. Please note that this tour has a minimum requirement of 3 passengers. If you are a party of 2, you may book, but your charter is not guaranteed to occur unless another party also books. We will notify you 48 hours before your charter if the 3-person minimum has not been met and we will need to cancel for full refund. We also offer a private tour option (Viator 402933P2) without a minimum passenger requirement.