Top Sarasota On the Water - page 4

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!

Glow Boats offers a one-of-a-kind nighttime kayaking experience in 100% clear kayaks illuminated with some of the brightest LED lights in the area, allowing you to see the water and marine life beneath you as you paddle Anna Maria Island Sound after dark. This unique Night Glow adventure takes you through calm and shallow coastal waters and scenic mangrove tunnels near Neal Preserve, where the glow from your kayak creates a magical view of the underwater world below. With small group sizes, beginner-friendly conditions, and knowledgeable local guides, this experience provides a safe, relaxed, and immersive way to explore the waters near Anna Maria Island at night. Glow Boats is a locally owned, female-owned small business focused on responsible eco-tourism, proudly offering one of the most unique nighttime kayaking experiences along Florida’s Gulf Coast.

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!

We are currently the only provider serving Boca Grande and Gasparilla Island. Kayaking tours at this location are private, small party experiences, which allows visitors to enjoy the trip with just their family. Tour guides take photos and provide the images via email or airdrop to guests. This is an exclusive access with limited party size to allow the best wildlife viewing possible.

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!

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.

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.

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.

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.

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.