Top St Petersburg Cruises & Sailing

Spice up any Florida vacation with a cruise on the Gulf of Mexico. Beginning in St. Petersburg, enjoy a beautiful sunset (depending upon the time of year) and listen to live music on board the elegant 'StarLite Sapphire' yacht. Choose from the open-air observation deck or the climate-controlled cabin inside. Either way, the view is spectacular. Then dance the night away or take a romantic stroll along the deck.

See a sunset you’ll never forget on board a sightseeing cruise. Sit back, relax, and sail along the Shell Key Preserve with a crew to take you to some great dolphin-spotting areas. Stop at Outback Key with a drink in your hand to watch the sun hit the horizon and look for seashells. On your way back, catch the light show at Skyway Bridge.

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.

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.

Set sail aboard the iconic schooner Suncoast Horizon in the picturesque waters of Treasure Island, Florida, about an hour before sunset for an unforgettable experience. Enjoy smooth sailing, stunning sunsets, and starry skies, with cozy blankets provided in case you want to relax or cuddle on deck. Complimentary sodas and water are available, and a cooler with ice to stash any BYO beverages.

Spend a sunset you’ll never forget on board a 45ft catamaran on this scenic cruise. Sit back, relax, and take in the amazing views while the crew sails you around some of the prettiest spots on the water. All you’ve got to do is keep your eyes on the changing colors of the horizon and look out for dolphins.

Cruise to the protected shores of Shell Key Preserve on a guided boat tour focused on wildlife viewing and coastal exploration. Travel with a captain aboard a USCG-inspected vessel as you navigate through mangroves and open waters known for frequent dolphin sightings. Enjoy time ashore to explore one of the area’s most pristine barrier islands, great for all ages, with BYOB permitted before returning comfortably by boat.

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.

Only have a couple people and don't want to pay for a whole boat. We've got you covered! Come join us for some fun on the water. While you just sit back and relax, our USCG licensed Captains drive you around. We will take you Island/sandbar hopping thru John's Pass. Probably see some wildlife, Manatees and Dolphins as well. And you have the opportunity to meet new friends(not just us)! Or join us for a evening cruise and enjoy a breathtaking sunset you will never forget!

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.

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.

Whether you want to try wakeboarding and water skiing, or opt for something more relaxing like shelling, island-hopping and snorkeling, your captain on this private boat charter is on hand to keep you safe and having fun. Explore the waters of St. Petersburg, Florida with a captain to take the wheel and show you some of their favorite spots.

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. Please note that snorkeling at the Island is not always possible due to weather conditions. 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 equipped with a restroom. Please arrive at our location no LATER THAN 1.15pm

We are not just a boat ride, we provide a unique private charter experience on the clear waters of the Gulf.. This 2.5 hour trip is the perfect for either adventure of shelling or snorkeling and a little exploring. We always look for Dolphin, manatee and other amazing salt life creatures. We are always private and family friendly. Feel free to bring your favorite food and beverage to enjoy on board. Each trip is tailored to you! Our vessel is extremely wide with plenty of room for everyone. It’s a twin engine 400 hp Roblo 27 foot center console.

Hey guys, we have two options for our sunset cruise. The first option is the sunset intracoastal cruise. On this we will be on the look out for dolphins and other wildlife while we cruise the intracoastal checking out the beautiful homes on the water. We will then head out into the gulf where we will catch the sunset. The Second option is our popular sunset bridge tour. On this we will cruise out into the gulf and head down to bunces pass to catch sunset. We will still be on the look out for dolphins and other wildlife as well. After sunset we will cruise to the sunshine skyway bridge where we will see the beautiful bridge lit up by tons of led lights. From there we will head to the Tierra Verde bridge which is lit up a blueish purple color. And then we would wrap it up with the Bayway bridge which is lit up red white and blue. IMPORTANT** times vary depending on the time of sunset. I know your booking times say 630 or 7 but we will reach out with the actual start time.

Sail past beaches, skylines, and wildlife on this Dolphin Racer Adventure from St. Pete. Take in the views and keep an eye out for bottlenose dolphins that are known to reside in the area. Listen to informative commentary from your guide throughout the ride and enjoy the scenery as you cruise. Note: dolphin surfing is guaranteed, or your next trip is free.

Island Boat Adventures! Over 15 years of experience, we specialize in tours to Egmont Key where you can snorkel in the sparkling waters of the Gulf, explore beautiful beaches, hunt for rare shells, or simply unwind on pristine shores. Our enthusiastic crew is dedicated to giving you an amazing experience. Whether you're here for adventure or relaxation, we’ve got you covered. Watch wild Bottlenose Dolphins play in their natural habitat as we cruise through Gulf waters, and explore the lush mangroves and estuaries where manatees, sea birds, and other wildlife thrive. Egmont Key is a Florida gem with abundant beautiful shells washing up daily. Snorkel among vibrant marine life or simply relax on the untouched beaches. Our expert crew will take you on a journey to the pristine shores of Egmont Key, where you can snorkel the sparkling waters of the Gulf, explore beautiful beaches, hunt for rare and unique shells, or simply relax in a serene, unspoiled setting. All ages! BYOB permitted

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.

Your Florida vacation is not complete with out a Florida sunset and there is no better way to see it than from a boat! Imagine the water as far as your eye can see with the bursting colors of the sunset along the horizon. Enjoy the fresh breezes and tropical waters as we sail along the inter-coastal waterway sightseeing and looking for bottlenose dolphins. Enjoy an evening of relaxation where you can unwind to the sights and sounds of the ocean while we stop at Shell Key Sandbar to enjoy the sunset. It’s the perfect way to celebrate another day in paradise! BYOB Permitted

On this 6-hour trip we will be exploring the beautiful islands off the coast of St. Petersburg. There are many options for this trip ranging from snorkeling the ruins of Fort Dade at Egmont key dating back to the Spanish American war. looking for shells at shell island state park or swimming for sand dollars at sand dollar island. While the tour is underway, we will see dolphins manatees and other sea life. Grab your towels friends and family and come enjoy the beauty of the Tampa Bay St. Petersburg area.

Instead of sweating your way through the Florida heat on a walking tour, why not sit back, relax, and see the city via trolley instead? This St. Petersburg tour includes not just the chance to spot local landmarks all around the city, like Beach Drive and the Central Avenue Murals, but it also includes complimentary ice-cold water, sodas, beer, and wine, and a stop at a local distillery.

Get ready to party with your pals as you set sail around St. Pete on a catamaran complete with its own full bar, TV, and fun toys for the sea. Your captain will take you around the coast to pass opulent homes on the waterfront, secluded islands, and bird preserves. And keep your eyes peeled for dolphins and manatees too.

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.