Top Sarasota Outdoor Activities - page 4

4 Hour Private Fishing Excursions in Anna Maria Island

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.

Half Day All The Way

4 hoursFree Cancellation

Inshore Fishing by Charter in Sarasota

4 hoursFree Cancellation

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.

Sarasota Scavenger Hunt by Zombie Scavengers

1 hourFree Cancellation

Dolphin Watching boat tour around Anna Maria Island

"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.

6 Hour Private Fishing Tour in Sarasota with Master Captain Bill

6 hoursFree Cancellation

Price varies by group size

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.

Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 3Hr

Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 3Hr

On this self-guided bicycle tour, you’ll discover how an unlikely cast of characters – from a Fig Newton millionaire, to platform divers who dodged sharks – transformed a barrier island into a beloved community. You’ll encounter the island’s famous “mosquito jail” – a 1927 lockup with barred windows but no glass, where biting insects proved more effective than bars at deterring crime. You’ll pedal past the Roser Memorial Church, built by Charles Roser, who created the Fig Newton cookie and the process to make it then sold his creation Nabisco for a million dollars in 1890 Along the way, you’ll learn about the making of Hollywood’s 1948 film On an Island With You, and explore Bean Point where the island’s first homesteader settled in 1892. You’ll also ride past sites devastated by 2024’s hurricanes and discover how this community of 1,000 residents rallied to rebuild.

Anna Maria Island: A Self-Guided Cycling Tour

1 hour to 1 hour 30 minutesFree Cancellation

$10$9

Fishing in Sarasota offers an unforgettable adventure with Captain Gregg, who brings 30 years of expertise to the charter experience. Targeting the best fishing spots in the Gulf of Mexico, families can enjoy a day on the water catching a variety of fish, from grouper to kingfish. Captain Gregg ensures a safe and fun environment, teaching kids the art of fishing while creating lasting memories. With the Rod Bender boat, your family will explore stunning underwater wonders and take home the day's catch for dinner.

Family Friendly Fishing Charters in Sarasota with Captain Gregg

Family Friendly Fishing Charters in Sarasota with Captain Gregg

4 hoursFree Cancellation

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!

Explore Sarasota with a Unique Scavenger Hunt by Wacky Walks

$10$10

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?

Fun City Scavenger Hunt in Sarasota by 3Quest Challenge

Fun City Scavenger Hunt in Sarasota by 3Quest Challenge

$10$10

What makes this Sarasota Restaurant/Pub Dock Hop truly unique is its seamless blend of culinary exploration and scenic cruising directly along the intracoastal waterways. Unlike traditional dining experiences, you'll embark on a delectable journey by boat, effortlessly hopping between a diverse array of waterfront restaurants, casual beachside eateries, upscale establishments, and vibrant tiki bars – all accessible directly from the water. The breathtaking cruise itself becomes an integral part of the adventure, offering stunning views of the Sarasota coastline, nearby islands, and the chance to witness a spectacular sunset as you navigate between stops. Adding to its distinctiveness, the tour is entirely customizable, allowing your group to tailor the duration and number of stops to your preferences, ensuring a perfectly paced and personalized libation and culinary exploration.

Dock Hop Cruise in Sarasota

4 to 6 hoursFree Cancellation

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.

Adventurous Scavenger Hunt in Sarasota by Crazy Dash

Circus Secrets of Sarasota

1 hour 30 minutesFree Cancellation

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.

Men's Bicycle Rental in Anna Maria Island

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!

Ladies Bicycle Rental in Anna Maria Island

Escape the crowds on a peaceful sunset paddle through the calm waters of Anna Maria Sound. Explore the secluded sandbars of Jewfish Key, where you'll search for sand dollars, shells, and local marine life before continuing past the famous Beer Can Island. Finish your adventure on a hidden beach tucked inside a quiet lagoon, with just a few steps to the Gulf of Mexico for an unforgettable sunset over the water. This small-group eco adventure combines wildlife, shelling, and one of the island's most spectacular sunset views in a way few visitors get to experience.

Sunset Tour From Anna Maria Island

Unlike crowded launch sites, Emerson Point offers direct access to calm, protected waters that are ideal for paddlers of all experience levels. Choose between a single or tandem kayak and explore pristine mangrove forests, hidden coves, and wildlife-rich waterways at your own pace. With frequent sightings of dolphins, manatees, and coastal birds, plus the flexibility to create your own adventure, this is one of the best ways to experience Florida's Gulf Coast in its natural state.

Kayak Rentals - Emerson Point

3 hoursFree Cancellation

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more time paddling and less time transporting equipment. Our team ensures each kayak is clean, well-maintained, and ready for both ocean and bay adventures, making it a safe and reliable choice for solo explorers. With hands-on assistance and insider tips on the best routes and wildlife spotting areas, you’re not just renting a kayak—you’re unlocking a better on-the-water experience. Plus, free parking on our lot when you rent!

Single Kayak Rental in Anna Maria Island

Double Kayak Rental in Anna Maria Island

Launch your adventure from The Bay Park in downtown Sarasota with a 2-hour kayak or paddle board rental. Paddle calm, scenic waters surrounded by mangroves and city skyline views, offering a peaceful way to experience Sarasota’s waterfront. Wildlife sightings vary, but guests often enjoy spotting coastal birds and the occasional dolphin or manatee while exploring this beautiful urban shoreline. Perfect for beginners or casual paddlers, our easy-to-launch kayaks and paddleboards make it simple to enjoy The Bay at your own pace. Downtown location. Relaxed vibe. Sarasota views at their best. Rent today and see the city from the water!

Single Kayak Rentals at The Bay

Skip the hassle and get straight to the water with our premium Stand Up Paddle Board rentals, located just 100 yards from the gulf beach in Anna Maria. Free parking on our lot when you rent! We offer stable, easy-to-ride boards perfect for both calm bay waters and gentle ocean paddling — ideal for beginners and experienced riders alike. Need help getting to the beach? Our complimentary assistance makes it effortless. More time paddling, less time carrying — that’s how vacation should feel.

Paddle Board Rental in Anna Maria Island

What makes this experience special is the chance to ride a horse directly through the shallow coastal waters of Florida while surrounded by a natural marine habitat. Instead of a traditional trail ride, you’ll experience the coastline from the water, with the possibility of spotting dolphins, manatees, stingrays, and other local wildlife along the way. The guides also share insight into the horses and the surrounding environment, making the experience feel more personal and connected to the area rather than simply being a scenic ride.

Florida Horseback Swim with Dolphins & Manatees

1 hour 30 minutesFree Cancellation

$244$232

Destination and or Special Occasion Cruise

4 to 8 hoursFree Cancellation

1 2 3 4 5

What are people saying about Sarasota

HydroCats - 2 Hour CraigCat Sightseeing Tour

Maureen_K, Sep 2026

Staff were very friendly,...

Staff were very friendly, accommodating, and informative. We especially loved chatting at the sandy beach area. We think our weight made our boat go a little slower, but everyone was very sweet as they just kept riding around us so we could keep up. We highly recommend!

Manatee Discovery Anna Maria Island

Angie_G, Aug 2026

Highlight of Our Getaway

We had the best time! Our guide, Kinsey, was patient, funny and knowledgeable. Blaze and Emmitt were super friendly and did a great job corralling all 24 of us. They worked hard to ensure we saw manatees and had a great time. I’m looking forward to kayaking the sunset tour with them next time. Thank you, Kinsey, Emmitt and Blaze for a fantastic last day of our vacay!

The Island Tour

Whitney_G, Aug 2026

We had such a fun...

We had such a fun experience with Jackson! He was knowledgeable about the sea life and island. We loved snorkeling and were able to see and hold numerous sea creatures. During the Island tour we got to kayak alongside a Manatee:) Jackson was personable and kept my daughter entertained. He kept everyone on time, but we never felt rushed. 100/100 would recommend! Great experience and memories to take home with us 💙

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

Juan_L, Jul 2026

Great fun for the family!

Make sure you see where this is located. Its roughly 45 mins from the Siesta Key area. Prepare to arrive 20-30 mins prior. There is a Publix and CVS 5 mins away if you need to go to the bathroom. Bring clothes that can get wet and whatever you wear may get stained. Bring footwear that can get wet and muddy. You can bring your phone on the trip but a water proof case is recommended. The guides are great and will lead you to areas you can catch small sea animals with a net and then everyone can see what you catch at the end of the tour. You will see hermit crabs, star fish, shrimp and if you are lucky you will see manatees. The kayaks ride smooth and the water is very shallow, up to the waist at the max. If you like exploring and kayaking then this is for you.

Siesta Key Electric Bike Sunset Tour

jeremy_M, May 2026

Sunset??? oh yehhhhh

What a beautiful way to see the sunset!! Siesta Keys in all it beauty and being able to cycle along side the gulf with the warm wind in your hair, or in my case, wind on my head. Derek looked after us fantastically offering good advice about the riding and great facts as we went. A lovely touch enjoying a glass of bubbly as the sun set. A great experience and beautiful way to spend a couple of hours. Go Derek!! Oh yehhhhhh

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Marilyse_R, May 2026

This was one of my...

This was one of my absolute favorite parts of visiting Sarasota. The Clear Kayak LED Night Glass Bottom Tour was such a beautiful experience, especially being out on the water at sunset and then seeing everything light up at night. It was peaceful, unique, and such a memorable way to experience Siesta Key. The tour guides, Matt and Corbin, were amazing. You could tell they both genuinely love what they do and really care about making sure everyone has a great experience. This was my first time kayaking, and I was also doing the tour solo, so I was definitely a little nervous at first. Corbin was especially patient and kind. When I was having trouble turning around and keeping up with the group, they calmly helped by attaching my kayak and towing me along so I could relax and enjoy the experience instead of feeling stressed or embarrassed. They made me feel completely comfortable and supported, which meant so much as a first-time kayaker and solo traveler. Because of their patience and encouragement, I was able to fully enjoy what turned out to be one of the most beautiful and unforgettable experiences of my trip. I would absolutely recommend this tour to anyone visiting Sarasota — especially if you’ve never kayaked before. Don’t let that stop you. You’ll be in great hands with Matt and Corbin.

Mangroves, Midnight Pass & Hidden Beach Kayak Tour | Siesta Key

Claudia_S, Mar 2026

A must do!

Great guided tour of the mangroves and. “Hidden beach” that’s only accessible by boat. We spent a good 1/2 hour at the beach. It was Sunday so it was crowded but lovely. Tons of shells! Matt was a great tour guide very knowledgeable, helpful, and friendly. Highly recommend.

Parasailing Adventure In Bradenton Beach & Anna Maria Island, FL

Natalie_M, Dec 2025

Family Fun

Highly recommend! We had a lot of fun and the service was great. From our 70 year old Nana to our 16 year old daughter we all had the best time. This is great for the whole family to experience and do together. We greatly appreciate how accommodating the crew was and the follow up email with places to eat after was a nice touch.