Top Sarasota Outdoor Activities - page 3

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip or sunset (sunset times will vary throughout the year), You choose how to make the most of the time. Kick back and relax, enjoying the local sea life up close, many times getting the dolphins to play in our wake. During your charter, you will see gorgeous homes, SeaLife, beautiful scenery and Siesta Keys amazing sunset, if that is the charter you prefer. You will ride in comfort in our 25ft Cobalt deck boat. The boat is equipped with Bluetooth so you can enjoy your own playlist. We will bring the bottled water and light snacks like PB crackers and granola bars... but feel free to bring anything else fun to eat or drink! We depart from Siesta Key, making it convenient for tourists and locals alike! After 10 years in business, we know how to show you the BEST time on the water!

Siesta Key 2 Hour Private Charter- Siestas Best Dolphin Tour

(5)

from $420

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

(1)

from $725

We offer guided tours with kayak for both beginners and experienced paddlers. Explore the beauty of Florida's waters both during the day and at night. During the day, travelers can enjoy the crystal clear waters and vibrant marine life, while the night tour provides a unique and thrilling experience of paddling under the starry sky Night Kayak Tour. Experience the charm of Florida's waters in a completely new light with our captivating turns at the night of led lights kayaks. As the sun and darkness get, it embarks on a trip that immerses you in the tranquility and mystery of the night world. Refer through the serene paths, guided by the soft glow of the moon and the stars above. Listen Experts will guarantee a safe and unforgettable experience, sharing their knowledge of local ecosystem and pointing out hidden wonders along the way.

Clear Kayak Private Guided Day and Night Tours in Florida

Clear Kayak Private Guided Day and Night Tours in Florida

1 hour 30 minutesFree Cancellation

(5)

from $60

We are the only paddling outfitter with kayak access to this spectacular area in the clear waters between Anna Maria Island and Longboat Key, which means no crowds and more exclusive wildlife viewing opportunities! Wildlife-viewing here is outstanding! Our expert naturalist guides set the gold standard for hospitality in our beautiful corner of the world and are always very respectful of any wildlife encountered on the tour. While larger groups can easily be accommodated upon request, we always limit our tours to small groups and we are rewarded with a very relaxed and happy group of paddlers. This excursion is perfect for families, couples, groups, and individuals with any level of paddling experience. First-time paddlers are always welcome. If you are looking for an incredibly relaxed and memorable adventure during your visit to Anna Maria Island and Longboat Key, this is it!

Incredible wildlife viewing opportunities on the Coastal Island Kayak Tour!

Kayaking with coastal wildlife in Sarasota Bay

2 hours 30 minutesFree Cancellation

This tour takes guests through Sarasota Bay, scenic mangrove tunnels, and beautiful sunrise 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.

(29)

from $65

Sunrise Kayak Adventure Tour

1 hour 15 minutesFree Cancellation

from $90

Anna Maria Island: A Self-Guided Cycling Tour

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

from $10

Sunset Party Boat Rental in Anna Maria Island and Bradenton Beach

Experience the magic of a Gulf Coast sunset aboard your exclusive private two story charter. Bring your own drinks, connect your playlist, and explore the beautiful Gulf Waters. Navigate the intracoastal waterways to the perfect panoramic sunset spots, showcasing scenic views of Tampa bay, the Manatee River, and the iconic Sunshine Skyway Bridge. Keep your eyes peeled for dolphins and other coastal wildlife as you cruise through their natural habitat. Enjoy a route designed to highlight the best of AMI, bring your own beverages and snacks (BYOB), and create unforgettable memories as the sun sets over the water.

Sunset Party Boat Rental in Anna Maria Island and Bradenton Beach

1 hour 30 minutesFree Cancellation

(2)

from $400

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.

Sunset Scenic Adventure Tour

1 hour 15 minutesFree Cancellation

from $90

Men's Bicycle Rental in Anna Maria Island

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

1 to 7 daysFree Cancellation

from $20

Embark on an unforgettable adventure with our exhilarating Pedal Kayak Tour in the stunning waterways of Florida. Immerse yourself in the natural beauty of the Sunshine State as you pedal through mangrove forests and serene coastal ecosystems. Our expert guides will lead you on a journey through picturesque landscapes, pointing out native flora and fauna unique to the region. Glide through narrow water trails, offering an up-close encounter with the diverse marine life that calls Florida home. Keep your eyes peeled for playful dolphins, graceful manatees, and a variety of vibrant bird species. So, come and join us for an eco-adventure that combines the thrill of pedal kayaking with the tranquility of nature. Whether you seek an active outing, a peaceful escape, or a chance to connect with the incredible wildlife of Florida, our Pedal Kayak Tour promises an unforgettable experience filled with exploration, beauty, and a deep connection to the natural wonders of the Sunshine State.

Pedal Kayak Mangrove Tunnel Tour in Bradenton

Pedal Kayak Mangrove Tunnel Tour in Bradenton

3 hoursFree Cancellation

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!

(1)

from $74

Amazing Anna Maria Island Scavenger Hunt

Amazing Anna Maria Island Scavenger Hunt

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!

3.0

(4)

from $29

Double Kayak Rental in Anna Maria Island

Double Kayak Rental in Anna Maria Island

1 to 7 daysFree Cancellation

Explore the natural wonder of Robinson Preserve on a 2-hour guided clear kayak tour. Paddle through lush mangroves and winding waterways, led by a knowledgeable guide who shares insights into the area's unique ecosystem and wildlife. This tour caters to all skill levels, ensuring beginners and experienced paddlers alike enjoy the adventure. Keep an eye out for dolphins, manatees, and various bird species as you navigate this vibrant habitat. Option to enhance your experience with a guided walk to the NEST Canopy for stunning views adds an extra layer of exploration. - 2-hour guided kayak tour suitable for all skill levels - Explore the diverse ecosystems and wildlife of Robinson Preserve - Spot dolphins, manatees, and a variety of birds in their natural habitat - Optional guided walk to the NEST Canopy for panoramic views of the preserve

from $61

Robinson Preserve 2 Hour Guided Kayak Tour

Robinson Preserve 2 Hour Guided Kayak Tour

2 hours 30 minutesFree Cancellation

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.

(1)

from $85

Paddle Board Rental in Anna Maria Island

Paddle Board Rental in Anna Maria Island

1 to 7 daysFree Cancellation

from $62

Sandbar, Beach, Dolphin Watching Cruise Sarasota, Florida

Family friendly day at the sandbar with Gulf Water Tours

3 to 8 hoursFree Cancellation

(8)

from $495

Discover the beauty of Sarasota's mangroves with a self-guided or guided kayak rental from Lido Beach. Perfect for all ages, our 2-hour kayak tours take you through calm waters and winding mangrove tunnels, allowing you to explore at your leisure. With no prior experience required, you'll receive a brief orientation to ensure a comfortable paddling experience. Enjoy the chance to spot local wildlife and learn about the unique ecosystem from our experienced guides. - Choose between single or double kayaks for your adventure - All necessary equipment including kayaks, paddles, and life vests provided - Ideal for families, beginners, and nature lovers - Explore hidden beaches and scenic coastal areas during your 2-hour Guided Tour

Guided Mangrove Tunnel Kayak Tour at Lido Key

Guided Mangrove Tunnel Kayak Tour at Lido Key

from $59

4 Hour Private Fishing Excursions in Anna Maria Island

from $800

Sarasota Kayak and Food Tour

6 hours 30 minutesFree Cancellation

4.3

(3)

from $199

Escape Crawl Adventure in Bradenton

1 hourFree Cancellation

4.2

(5)

from $40

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

from $35

Embark on an unforgettable adventure through the hidden mangrove tunnels of Sarasota. This immersive three-hour eco-tour guides you through serene, narrow channels blanketed by lush trees, offering a front-row seat to Florida’s vibrant coastal wilderness. As you glide, keep your eyes peeled for schools of fish, native birds, and the chance to spot gentle manatees in their natural habitat. We provide everything for a seamless experience: a thorough safety briefing, a high-quality kayak, a paddle, and a life jacket. Plus, we capture your memories with professional photos and videos included. Join us to experience nature in its purest form.

Mangrove Forest Tour with Photo Shoot

3 hoursFree Cancellation

from $110

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

(2)

from $595

Dolphin Watching boat tour around Anna Maria Island

Dolphin breaching in the Guld of Mexico during a sunset tour

(15)

from $450

Myakka State Park E-bike Safari

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What are people saying about Sarasota

NatalieNicole_F, Jul 2026

Not Just for Tourists!

This was a great family outing for me and my 18 year old daughter and 11 year old daughter. We are residents of Sarasota so often don't do many tours but recently realized we were missing out on some of the fun tourist type activities. We had a blast and the tour guide was top notch.

The Island Tour

Christine_M, Jul 2026

Awesome tour!

Awesome tour. Guides were so engaging. Saw manatees, crabs. Kayaked to a few spots. Secluded beach and sandbar. Colin and Jack were great hosts. Fun, active and super interesting. Highly recommend! We were traveling with a 7 year old and he loved it tooand was fine in the kayak!

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Robert_J, Jun 2026

Great Experience

Last night's kayaking excursion was a great time from start to finish. We launched at 9:30pm, already fully dark, and paddling out into the open water under the night sky created an atmosphere unlike anything I've experienced. The glow sticks attached to our kayaks cast a soft trail of light across the rippling surface, and once we cleared the shoreline lights, the stars came out in full force overhead. The hosts were amazing — knowledgeable, attentive, and clearly passionate about sharing the experience safely. They pointed out constellations, shared local ecology facts, and made sure everyone felt confident on the water, even first-timers in our group. By the time we paddled back to shore, everyone agreed: this wasn't just a kayaking trip, it was a memory. Highly recommend.

Sunset Kayaking with Dolphins

Irit_S, Jun 2026

Fun activity with a great crew

We totally enjoyed this kayak tour with Tommy and Ben. They were an amazing crew to go kayaking with to sandbanks , watch manatees, learn about the wildlife,observing the most beautiful sunset. They were so kind to wait for us since we had a delayed arrival.

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.

Taste of Downtown Sarasota : Guided Walking History & Food Tour

Marvin_P, Apr 2026

Sarasota Food Tour

This food tour was amazing! The food was such high quality. The guide was informative and fun. Her knowledge of the city and the businesses was top notch. It was our 45th anniversary and at the last stop she surprised us with a couple of desserts. What an extraordinary treat. I highly recommend this tour.

Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour

Judyann_W, Mar 2026

Nighttime adventure

It helps if you have been kayaking before. Not to worry, though, because, if you are struggling, one kid the guides gives instructions and tows you until you get it right. Oh, you will get wet. My pants and windbreaker were soaked, but the sunset view and the experience of being out in the evening and looking for marine life was unique.

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.