Top Sarasota Outdoor Activities - page 4

This tour takes guests through Sarasota Bay, scenic mangrove tunnels, and beautiful sunset locations near the Sarasota bridges and islands. Guests may also see dolphins, pelicans, and other local wildlife during the experience. The tour is led by an experienced professional kayaker and is perfect for couples, families, friends, and adventure seekers looking for a relaxing and memorable experience on the water. Professional photos are included to help guests keep unforgettable memories from their tour.

Craft a personalized itinerary or rely on the expertise of your captain to showcase the best of Sarasota and its surroundings. Destinations may include iconic landmarks, secluded islands, and popular waterfront attractions. Heading North you can visit Egmont Key or Passage Key in Tampa Bay or heading South there is Venice Island, Stump Pass or Boca Grande.

The fully private 4-hour sandbar boat party is the absolute best way to enjoy a day in Sarasota!! Once you've boarded the boat with your food, drinks and supplies, we'll cruise along the beautiful waters of Sarasota Bay headed to the sandbar. Along the way, be sure to be on the lookout for any of the hundreds of dolphins that call the bay their home. Once at the sandbar you'll be able to hop off the boat and play or lounge in the shallow clear waters. The entire charter is 4 hours long, but depending on which sandbar we go to, you'll have about 3-3.5 hours to enjoy the actual sandbar! Nothing beats a day out on the bay, especially when you're playing at the sandbar!

Led by an experienced and friendly captain. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to provide protection and relief from the sun's intensity and a dive ladder to safely and comfortably get on and off the boat. Family Friendly Adventures: We believe in creating memorable experiences for all ages. Our sandbar and island tours are safe, accessible, and relaxing for everyone.

Florida’s Gulf Coast is an angler’s paradise with this private fishing charter in Sarasota, offering a chance to cast a line just off the John Ringling Causeway. Arrive early when the fish start biting or fish during an evening sunset. The captain customizes your tour to target specific fish, and a small sightseeing tour can be arranged if you want a break from fishing.

Use an app to explore Sarasota in this fun royal scavenger hunt! In Wacky Walks, you will compete in royal tournaments to determine a King or Queen throughout the game. The King/Queen will lead the team in finding items around the city and doing challenges for points. Take a photo of the item or completing the challenges through the app. The goal of the game is to keep your King/Queen title the longest and gain as many points as possible during your game. You can play for as long as you choose, in any area of the city you'd prefer. A remote host will be chatting with you throughout the game if you need help. Come play Wacky Walks in Sarasota today!

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Could you survive in Sarasota during a zombie apocalypse? Find out in this fun zombie-themed scavenger hunt game in downtown Sarasota. You and your group of “survivors” can explore the city on your own terms, playing this self-guided game via your smartphone. A remote interactive survival guide will be standing by to provide support as you hunt for clues and complete challenges. Play against other virtual teams to win the most points.

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure as you reel in the catch of the day during their 4-hour inshore fishing trips in the stunning Sarasota Bay. Experience the angler's paradise on Anna Maria Island's Bean Point with 6-hour trips, where you'll have a chance to hook impressive game fish against the backdrop of breathtaking coastal scenery. Dive into the depths of the Gulf of Mexico's fish haven during' 8-hour fishing excursions, exploring the 1, 3, and 7-mile reefs, where the sea comes alive with a diverse array of marine species waiting for you to make your biggest catch yet.

Experience the thrill of gliding above the water. Our Flite Board adventure is designed for water lovers of all skill levels, from first-time riders to seasoned enthusiasts. With a quick demonstration and personalized guidance from our expert instructors, you’ll be soaring in no time. Let us take you on an unforgettable journey—one you'll want to cross off your bucket list!

You'll use an app to explore Sarasota in this fun scavenger hunt! In 3Quest Challenge, the app will give you a list of things (given in riddle form) to find around the city. Solve the riddle and take photos of the items to collect points. You'll also do fun challenges for points as well. The items and challenges will be separated into 3 quests. Complete quest 1, quest 2, and lastly quest 3 in order to finish 3Quest Challenge. Set a time limit for yourself of 2 hours if you'd like to make the game a bit more challenging! You'll have a remote host during your game that will chat with you if you need help along the way! Can you complete all 3 Quests in Sarasota?

Our women’s beach cruiser rentals on Anna Maria Island are designed for effortless island living — featuring upright handlebars, ultra-comfort seats, and smooth, easy handling perfect for beachwear cruising. Each bike is professionally tuned for a safe, reliable ride throughout your stay. With Anna Maria’s compact, bike-friendly layout, you can easily ride to the beach, shops, restaurants, and sunset spots without worrying about parking. It’s the most relaxing, fun, and authentic way to experience the island like a local. Weekly bike rentals include free delivery and pickup if needed. Free parking on our lot when you rent!

Our Anna Maria Island beach cruiser rentals stand out because they’re built specifically for relaxed, coastal exploring — comfortable upright design, smooth single-speed simplicity, and ready-to-ride setups with baskets, locks, and lights included. The island’s flat, bike-friendly layout makes cruising effortless, whether you’re heading to the beach, Pine Avenue, or a sunset dinner. Unlike crowded parking lots or traffic stress, biking lets you experience the island at a slower, more authentic pace. Free parking on our lot when you rent! It’s not just transportation — it’s part of the Anna Maria lifestyle.

Sarasota has a history unlike most cities—one that’s embedded with tales of the circus and its special performers. Avoid guidebooks and book this Sarasota Circus Secrets History Tour led by a circus historian. Hear stories and commentary about the city’s performing past and its quirky art and culture scene, including tales of showmen and performers of the circus.

In this fun Crazy Dash scavenger hunt of Sarasota, players will use an app to find objects in the city, in any order they want, to collect points. They'll also complete challenges for points. Players can see their score on the app's live rankings. All scavenger hunts have a remote host to help along the way. Crazy Dash is our easiest and most casual scavenger hunt. Come explore with us in Sarasota.

Have questions about what happens on one of our guided experiences? Contact us and we will personalize the trip for exactly what your crew is looking for!

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering spaces — flybridge, solid forward lounge, aft cockpit, and panoramic salon — guests enjoy multiple vantage points as the sky shifts from soft blue to brilliant shades of gold and rose. Her wide-beam twin-hull design delivers exceptional stability, making sunset sailing smooth, serene, and unforgettable. This is golden hour under sail. Your sunset charter offers a relaxed and elevated way to experience Sarasota Bay at its most beautiful. Sail past waterfront homes as the light softens, anchor in calm waters for cocktails and conversation, or glide gently under sail as the horizon glows. Perfect for romantic evenings, celebrations, or relaxed gatherings with friends, sunset aboard Wanderlust is defined by comfort, space, and breathtaking views.

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering spaces — flybridge, solid forward lounge, aft cockpit, and panoramic salon — guests enjoy multiple vantage points as the sky shifts from soft blue to brilliant shades of gold and rose. Her wide-beam twin-hull design delivers exceptional stability, making sunset sailing smooth, serene, and unforgettable. This is golden hour under sail. Your sunset charter offers a relaxed and elevated way to experience Sarasota Bay at its most beautiful. Sail past waterfront homes as the light softens, anchor in calm waters for cocktails and conversation, or glide gently under sail as the horizon glows. Perfect for romantic evenings, celebrations, or relaxed gatherings with friends, sunset aboard Wanderlust is defined by comfort, space, and breathtaking views.

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living spaces, this yacht delivers a world-class yachting experience designed for those who appreciate sophistication on the water. Spacious yet intimate, powerful yet graceful, Peace offers the perfect balance of luxury and comfort for full-day coastal cruising, celebratory gatherings, or indulgent escapes along the Gulf Coast. Whether cruising along the shoreline, anchoring in calm turquoise waters, or hosting an elegant gathering, Peace offers an elevated yachting experience defined by style and serenity. Cruise past waterfront estates, explore secluded anchorages, enjoy a leisurely lunch stop at a waterfront destination, or spend the afternoon anchored in tranquil waters. Each charter is shaped by your preferences and the day’s conditions, ensuring a bespoke experience from departure to return.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Try your luck spotting dolphins in their natural Florida habitat on this group boat tour around Anna Maria Island. And don’t keep your eyes peeled for just dolphins—you’re in with a chance of seeing manatees, eagles, osprey, and more. Whether you’re a Holmes Beach local or you’re just visiting, this is an experience nature-lovers won’t want to miss.

Spend half a day out on the water with this customizable, private boat charter. Choose a departure time that works best for you, make your own way to the start point, and then hop aboard your 25-foot (8-meter) private vessel. On this excursion, you can look out for dolphins and other marine life, stop at a sandbar for sunbathing and relaxing, cool off during a swim, and more—it's all up to you.

See Florida’s Anna Maria Island from a different perspective as you soar above in a parasail. Join a small group and set sail from the marina for the perfect location to begin your flight. Then, gear up and feel the wind beneath you as you soar high above the water, taking in the panoramic views.

Explore the waters around Bradenton Beach, Florida with the help of a to show you around the best spots in the area. Paddle your way to an island in your kayak, where there’s a chance to go snorkeling to check out what life looks like under the water. Your guide is on hand the entire time to make sure everyone is safe and having fun.