Top St Petersburg Wine Tasting Tours

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.

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.

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.

Part-bar, part-boat, all-around fun: this unique boat cruise takes you on a floating tiki bar around the St. Pete Pier. Hop aboard and let a Coast Guard licensed captain sail you through the water while you sip on alcoholic and nonalcoholic beverages. Bring your own food, drinks, and up to five others for a few hours of fun. You can also use the boat’s Bluetooth speaker to play your own music.

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.

Bar hopping and bar crawls can leave your feet exhausted from all the walking. Choose this St. Petersburg trolley pub tour instead and still get a light workout while you visit popular bars and breweries without hitting the pavement. Explore the city and grab drinks (own expense) with a guide who keeps you on track and safe.

Central Avenue in St. Petersburg, Florida, is a must-visit for anyone looking to experience the heart of the city’s vibrant culture and cuisine. This lively street is lined with a diverse array of restaurants offering flavors from around the world, from local seafood spots to trendy international eateries. Whether you’re in the mood for a casual café, gourmet dining, or craft cocktails, Central Avenue has something to satisfy every palate. The area’s colorful murals, charming boutiques, and bustling nightlife only add to its unique, energetic vibe, making it a perfect destination for food lovers and adventurers alike.

St. Petersburg is known for its marvelous beaches and spectacular sunsets, but this small-group tour explores a different side, focusing on food, art, and history. Walk through the streets of downtown, admiring city murals and learning about local history as you visit multiple locally-owned high-end restaurants. Plus, sample delicious cuisine while soaking up the vibe of St. Pete.

Hop aboard the bright-yellow Calypso Breeze for an inland water lunch cruise. Your captain will provide narration as you explore the area; keep your eyes peeled for all sorts of waterfowl. You'll also have the option to dine from the on-board tropical buffet, which includes free beer, wine, rum punch, and soft drinks.

Beach Drive Walking Tour (Waterfront District) - Features historic landmarks and long-standing restaurants. - Offers a more elegant and romantic experience. Embark on a delightful new rout along Beach Drive with a guided walking food tour. Our passionate Taste Ambassadors will introduce you to the area's vibrant culinary scene while unveiling the rich history and charm of this picturesque neighborhood. Highlights include visits to the renowned St. Pete Pier and the iconic Vinoy Hotel, making this an exploration to savor and remember. Please be advised that this is a moderate 3-hour walking tour, and we are unable to accommodate disabilities.