Top St Petersburg Holidays

Get out on the water with the whole family on the Royal Conquest Pirate Ship. Cruise out from Madeira Beach for a family-friendly sightseeing and adventure pirate adventure cruise. Onboard, children can enjoy face painting, costumes, water fights, and other activities and entertainment.

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 Florida adventure on the water, but don’t want to plan a daring activity yourself, leave it up to this Madeira Beach Parasail Flight. You’ll go out on the water aboard a boat with a group, then take to the skies on a parasail. Picture packages are available for an additional fee to capture your memories.

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.

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.

Grab your friends and hop on the premiere sandbar party boat cruise by St. Pete Coastal Cruises. A destination previously only known to local boaters is now accessible to travelers and partiers of all ages! Stormed by hundreds of boats every weekend, the shallow waters of Eleanor Island in John’s Pass are truly a day drinkers paradise! Experience the local weekend hangout in luxury on board St. Pete Coastal Cruises’ fully crewed 50’ power Catamaran! Enjoy our luxury boat amenities like our bar, satellite TV, restroom on board and even some fun floating toys! Pack your sunscreen and a sandwich and come enjoy the day the local’s way at the John’s Pass Sandbar Party!

This festive lights tour offers an efficient way to see St. Pete’s seasonal displays without navigating traffic. Guests benefit from guided commentary that adds local context to key locations, making each stop more meaningful. The golf cart format reduces walking while covering multiple neighborhoods comfortably. With a small group size, it provides a more personal experience and easier access to photo opportunities throughout the tour.

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.

This trip is a relaxing hour and a half cruise through the back protected bay waters then on the way home you get a front row seat for the sunset as the boat cruises along the beautiful gulf beaches showing you the beautiful beach hotels during the golden hour on your right with a gorgeous sunset to your left. During the sunset cruise we turn the music up a little louder and enjoy the festivities while captain announces information about the wildlife and surrounding areas. We don’t guarantee dolphins on the sunset cruise but we do see them often and if you drink enough free beer and wine who knows what you might see!

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. Sip hot cocoa, 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!

Gather your friends for a vibrant day at one of the area's stunning sandbars, where you can paddle in, relax, and enjoy the sun. This 4-hour tour includes all the essentials: kayak, paddle, lifejacket, drink coozie, and fun sandbar games. Whether it's a birthday bash, a bachelor or bachelorette party, or just a day to unwind, this trip is tailored for good times with great company. Bring your own drinks and make unforgettable memories on the water. - Enjoy a 3-mile roundtrip paddle to beautiful sandbars - Kayak, paddle, and life jacket are included in the package - Perfect for groups celebrating special occasions or just for fun - BYOB and join in on exciting sandbar games and activities

Experience the ultimate sandbar party on a private charter in the beautiful Gulf waters. We can accommodate up to 6 people per boat. Larger groups can be accommodated on multiple boats. Choose between bustling social vibes or a secluded setting for your group. Enjoy crystal-clear waters, music, and refreshing drinks as you relax on our comfortable 25ft pontoon boats. Our crew ensures a fun atmosphere while you soak up the sun, spot dolphins and manatees, and create lasting memories. This half-day adventure guarantees at least 3 hours on the sandbar with included floats and toys for added enjoyment. - Private charter for up to 6 people for a relaxing day on the sandbar - Larger groups can go on multiple boats. (We have 4 boats) - BYOB with coolers and ice provided for your favorite drinks - Luxurious boat with cushioned upholstery and double shade for comfort - Departing from Tierra Verde Marina Resort, with weekend trips at 10:30 am

Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, we guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Make every day an adventure!

Elevate your group outing in St. Pete with your own private Trolley Pub. Step onto the Trolley Pub with your crew and embark on a 2-hour journey that combines the thrill of a moving party with the fun of exploring 3 different bar/mural stops. Whether you're celebrating a bachelorette, birthday, team-building, or just looking to bar hop in a unique way, this tour ensures a festive atmosphere. Let your driver know if you want to stop at the Instagramable murals we see along the route for a photoshoot. Customize your route, create your own playlist, and enjoy this parade on wheels as you pedal through Downtown St. Pete. Groups are welcome to bring any food and drinks on board, please no glass. We are able to fit 15ppl on 1 bike or 30ppl on 2 bikes (minimum 6/bike), this private experience offers a personalized and lively adventure through the city's streets. You are welcome to BYOB! We start from 3 Daughters Brewery so feel free to stock up, we have a community cooler on board.

The original party bike that the locals use, made with love by two brothers from Amsterdam! It is the #1 party bike tour of St Pete. Make 2-3 stops at local watering holes and snap some pictures of the beautiful murals that surround you. All while singing and laughing through the Murals Arts District with your designated "Pilot" who knows the area like the back of their hand. Each PedalPub holds 8-15 people. BYOB - no hard liquor, no glass. We are the party bus you pedal!

We offer fully customizable party bus rentals—just tell us where you want to go, and we’ll get you there! Our package includes 4 hours of service, available in the morning, afternoon, or evening, with a limo bus that accommodates up to 26 passengers. We primarily serve St. Petersburg, Tampa, and Sarasota. Enjoy your ride as our party bus takes you to your destinations and stays with you for the full 4 hours. We specialize in bachelorette parties, birthdays, corporate events, concerts, sporting events, weddings, and group nights out. When booking, simply provide your preferred hours (e.g., Thursday 7-11 PM) and general service area (e.g., St. Petersburg to Tampa).

Explore the local beach scene with a unique boat trip to your choice of sand bars or beach bars. Enjoy a 4 hour excursion, perfect for soaking up the sun while sipping your favorite drinks from our cooler—ice provided. This hassle-free journey eliminates the need for Ubers or parking frustrations, allowing you to relax and enjoy the scenic views. Ideal for groups looking for a private charter experience, with fuel and a captain included for your convenience. - Choose between sand bars or beach bars for your destination - BYOB with a cooler on board and complimentary ice - 4 or 5-hour trip for a full beach bar experience - Private charter with captain included for a stress-free outing

The Nauti 'N' Free is a 36 ft. 2016 twin-engine Power Cruiser with state-of-the-art electronics and navigation, plenty of comfortable seating, a dining table, a wet bar, and a sun pad on the bow for lounging or enjoying the views. An air-conditioned cabin, a kitchen, two refrigerators, a grill, and a full bathroom are available for your convenience. Play your favorite music with the Nauti 'N' Free's Bluetooth quality sound system that will make you want to get up and dance or just sit back and relax. We'd love to welcome you aboard to party on our yacht as we cruise on over to Shell Key Preserve. The cruise takes us about 25 minutes to get there depending on how fast you and your crew want to get there. Once there, you can continue the party on the yacht, swim, play on the floating splash pad, paddle around on the stand-up paddle board, and/or explore the island for shells and wildlife. We will remain at Shell Key for approximately 3 hours before returning back to the marina.

Join us as we depart Maximo Park for an unforgettable journey around the Boca Ciega Bay and the Gulf of Mexico in beautiful St. Petersburg. Our trip will feature views of the Sunshine Skyway Bridge, St. Petersburg Pier, Ft. Desoto, as well as a stop at one or more sand bars for a swim in warm, blue waters and white sandy beaches. We will sail to Passage Key aka Naked Key a clothing optional sand bar near Egmont and Anna Maria islands. Spend an hour wading clothing optional, adults only in the beautiful turquoise waters and white sands of this amazing bird sanctuary. NOTE: this is a wildlife persevere and you will need to remain knee deep in the water and not go on the beach as to protect the wildlife. exiting the boat subject to tide and wind conditions We include everything but gratuities, snacks, towels, soda, water and snacks. Up to 6 guests are allowed on this tour. This is a private tour for you and your guests.