Top St Petersburg Sailing Tours

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.

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.

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.

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.

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.

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. This is a private tour, meaning your party can include up to six passengers.

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see the most beautiful sunset this side of the state! Bring your drinks and your cameras and make some lifetime memories.

Experience sailing, kayaking, and paddle boarding all in one place! Sail out with our experienced Captains, drop anchor, and enjoy an afternoon on the water at the famous John's Pass Sandbar. Pack a cooler with snacks or order ahead and let our crew worry about lunch aboard while you work up an appetite while paddling the mangrove islands.