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100+ results
Explore Sarasota’s vibrant shopping scene on this unique boutique tour. Enjoy browsing through four locally-owned boutiques, where you can sip on complimentary bubbles while uncovering the rich history of Burns Court and other landmarks. This engaging 3.5-hour experience includes light bites and insights into the local art and culture, making it a delightful outing for shopping enthusiasts and those seeking a taste of Sarasota’s charm. This journey offers a blend of retail therapy and educational exploration without the pressure to make purchases. This is SO fun with friends-get your woman's club, book club or any social group together and enjoy an afternoon downtown!
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Operator reviews
Boutiques, Bubbles & Bites: Shop & Sip in Downtown Sarasota
3 hours 30 minutes
Free Cancellation
from
$80
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.
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Operator reviews
Sunset Party Boat Rental in Anna Maria Island and Bradenton Beach
1 hour 30 minutes
Free Cancellation
from
$400
Per group
With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!
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5.0
(7)
3 Hour Private Boat Tour
3 hours
Free Cancellation
from
$585
Per group
Likely to Sell Out
Escape the crowds and immerse your family in an exclusive, private sunset cruise where dolphins dance in your wake, the sky ignites in breathtaking colors, and every moment becomes an unforgettable memory.
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Operator reviews
Anna Maria Island Sunset and Dolphin Tour
2 hours
Free Cancellation
from
$500
Per group
Likely to Sell Out
Welcome aboard "Kai Fin" our exceptional Yellowfin center console. This luxurious vessel is designed for the ultimate entertainment and comfort on the water. Kai Fin is our head-turning Yellowfin designed purely for fun on the water—think effortless sandbar days, smooth sightseeing, dolphin watching, and golden-hour sunset cruises. With a sleek custom wrap and a soft, dry ride, Kai Fin gets you there fast—and in serious style. What a day aboard feels like Glide to clear shallows, step off easily for a swim, lounge up front with friends, then chase a fiery sunset soundtrack on a killer stereo. Your captain handles the plan, the docking, and the details—so you just relax. Whether you’re cruising the coastline or relaxing at anchor, "Kai Fin" offers unparalleled luxury and comfort. Enjoy your time aboard this remarkable yacht!
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Operator reviews
Sarasota 45' Kai Fin Sunset 3 Hour Charter
3 hours
from
$1,458
Per group
For something different than beaches, discover one of Sarasota's most unique communities on an insider’s tour of Pinecraft, an Amish vacation enclave right on the outskirts of town. Led by a guide with personal connections to the local Amish and Mennonite communities, learn about their roots in Florida, traditional customs, and beliefs. You’ll also have the chance to shop for handmade gifts and sample famous pie at an Amish cafe.
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4.9
(224)
Amish Experience Trolley Tour: Bridges to Understanding
1 hour 45 minutes
Free Cancellation
from
$80
Spend some time appreciating the artistic side of Sarasota during this public art tour. Did you know that there are more than 60 sculptures, murals, and monuments throughout the city? Hop on a trolley, or in a van for smaller groups, and cruise around to view them. Your group will roll through St. Armands Circle and other areas as your guided art expert tells you the history and tales of Sarasota’s art culture.
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4.9
(19)
Public Art Tour
1 hour 30 minutes
Free Cancellation
from
$86
What sets our 6 Passenger Long-Range Electric Golf Cart rental apart is the combination of performance, comfort, and true island convenience. Our upgraded long-range batteries allow you to explore all of Anna Maria Island without range anxiety, so your day isn’t limited by charging concerns. The spacious six-passenger layout keeps families and groups together, making every beach stop, dinner run, and sunset cruise part of the fun. Our carts are fully street-legal and island-ready, giving you a stress-free alternative to traditional car rentals. We offer delivery with flexible hourly, daily, and weekly rental terms to match your vacation schedule. As a locally operated Anna Maria shop, we’re known for friendly service, free customer pickup, and helpful local recommendations. With Robinhood Rentals, you’re not just renting a golf cart — you’re adding comfort, freedom, and fun to your island getaway. Free parking on our lot when you rent!
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5.0
(1)
6 Passenger Long-Range Electric Golf Cart Rental
1 to 30 days
Free Cancellation
from
$175
Let your local guide, who’s also an actor and songwriter, show you around Sarasota on this cabaret-style tour of the city. Start with free wine or beer in the Trolley Cottage Tiki Bar before setting off in an air-conditioned trolley, with stops at Lido Beach in time for sunset, and Sun King Brewery for some craft beer tasting and a tour.
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4.2
(6)
2 Hour Sunset Cabaret Tour in Sarasota
2 hours
Free Cancellation
from
$92
What sets our 4 Passenger Gas Golf Cart Rentals in Anna Maria apart is the perfect combination of agility, comfort, and customer-first service, featuring the Fastest Delivery Guaranteed if needed! Our 4 seater carts feature a smaller footprint and quick, responsive handling, making them incredibly easy to maneuver through island streets and park in tight beach or restaurant spots—something larger carts simply can’t match. We’ve carefully selected a medium ride height that gives you easy step-in access while still offering ample ground clearance for a smooth, confident ride around the island. Plus, we remove the typical rental stress with free customer pick-up and complimentary gas top-offs if you’re running low and stop by our shop. It’s the ideal blend of convenience, performance, and personalized service—designed to make exploring Anna Maria Island effortless and fun from start to finish. Free parking on our lot when you rent!
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21
Operator reviews
4 Person Gas Powered Golf Cart Rental in Anna Maria
1 to 7 days
Free Cancellation
from
$159
What sets our 6 Passenger Gas Golf Cart Rentals in Anna Maria apart is the flexibility, service, and quality you simply won’t find everywhere else. We offer the latest model Yamaha, EZ-Go, and Panther carts, giving you premium performance and dependable power for exploring the entire island. Unlike standard “one-size-fits-all” rentals, you can choose from low-profile carts for easy access, lifted carts for higher ground clearance, or standard ride height for balanced comfort—so your ride truly fits your group’s needs. We also make your vacation effortless with free customer pick-up and complimentary gas top-offs if you’re running low and stop by our shop. That means less hassle, fewer interruptions, and more time enjoying Anna Maria Island. It’s reliable equipment, thoughtful service, and island-friendly convenience—all designed to make your trip smoother and more fun. Free parking on our lot when you rent!
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6 Person Gas Powered Golf Cart Rental in Anna Maria
1 to 30 days
Free Cancellation
from
$175
Discover the charming allure of St. Armands Circle, once owned by circus magnate John Ringling, on this engaging afternoon tour. Delight in a unique blend of shopping and tasting experiences as you browse stylish boutiques while sampling gourmet tea and olive oil. Enjoy a Mediterranean-inspired sampler plate paired with a glass of bubbles, and explore a luxury art and gift boutique with another glass in hand. Conclude your day with a personal shopping experience or visit the enchanting St. Armands Magical Garden, topped off with a sweet treat to savor the day. - Explore locally-owned shops and boutiques on historic St. Armands Circle - Enjoy a Mediterranean-inspired tasting platter and bubbly - Participate in tea and olive oil sampling for a culinary experience - End with a visit to the St. Armands Magical Garden or personal shopping time
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Operator reviews
St Armands Shop, Sip & Stroll
3 hours
Free Cancellation
from
$95
Wade out into the Gulf waters on a kayak or paddleboard rented on the shores of Siesta Key. This stunning beach looks fantastic from the water and your guides will help you see its best side. After a short lesson, they’ll provide you with maps of the area and point you in the right direction to possibly see dolphins and manatees. You can also borrow a dry bag so you can take your phone.
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4.8
(12)
Siesta Key Kayak & Paddleboard Rentals | Midnight Pass Beach
2 hours 30 minutes
Free Cancellation
from
$50
Travelers must book our tour because you will be able to enjoy the turquoise waters of the Rosario Islands and enjoy the island in the company of our guides. It will be a wonderful day of music, beach and sun.
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Tour of Cholón Island Rosario Islands
7 hours
Free Cancellation
from
$95
Price varies by group size
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.
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5.0
(1)
Pedal Kayak Mangrove Tunnel Tour in Bradenton
3 hours
Free Cancellation
from
$74
This will be for either a 3, 4 or 6 hour charter. We will have a complimentary bottle of champagne and water. Please feel free to bring your own food and drinks. We will have coolers and ice available for your use. We can take you and your group to any of our local sandbars, beaches, restaurants and bars; or if you just want to hang out on the boat and watch for sea life, we can do that too! You decide your journey with us!
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Private Luxury Day Charter
6 hours
Free Cancellation
from
$1,200
Per group
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.
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5.0
(1)
Sarasota Scavenger Hunt by Zombie Scavengers
1 hour
Free Cancellation
from
$20
Per group
Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!
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1.0
(1)
Celebrate with a Holiday Scavenger Hunt in Sarasota with Holly Jolly Hunt
1 hour
Free Cancellation
from
$20
Per group
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.
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Operator reviews
Destination and or Special Occasion Cruise
4 to 8 hours
Free Cancellation
from
$595
Per group
Likely to Sell Out
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.
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Circus Secrets of Sarasota
1 hour 30 minutes
Free Cancellation
from
$86
Wade into paradise on our Sandbar Shelling excursion, where the turquoise shallows off Siesta Key reveal a world of sea treasures. Search for sand dollars, conch, and colorful shells on pristine white-sand bars surrounded by gentle waves and soaring seabirds. It’s a peaceful escape that blends beach-combing, exploration, and the quiet magic of the Gulf — ideal for families, couples, and anyone seeking a slower rhythm on the water.
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5.0
(1)
Sandbar Shelling
3 hours
Free Cancellation
from
$550
Per group
Likely to Sell Out
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.
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5.0
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Clear Kayak Private Guided Day and Night Tours in Florida
1 hour 30 minutes
Free Cancellation
from
$60
Likely to Sell Out
Welcome aboard Happy Hour, a sleek and versatile Monterey 385 Super Sport designed for effortless entertaining and stylish coastal cruising. With an expansive cockpit layout, retractable sunshade, and comfortable interior accommodations, Happy Hour delivers a refined yet energetic experience on the water. Ideal for sandbar gatherings, scenic cruising, or relaxed afternoons along the coastline, she offers the perfect balance of performance and comfort. Social. Sporty. Effortlessly coastal. Your 4-hour charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, cruise Anna Maria’s coastline, visit a local sandbar, or enjoy dolphin sightings along the waterfront. Whether celebrating with friends or hosting visiting guests, Happy Hour delivers maximum enjoyment in just the right amount of time.
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Sarasota 40 Happy Hour Monterey 385 Super Sport 8hr
8 hours
from
$3,166
Per group
Experience the best of the Bradenton waterways while indulging in luxury and comfort. Our fully equipped boat features top-class amenities like air conditioning, premium audio systems, and spacious lounging areas. Whether you're soaking up the sun, enjoying breathtaking views, or exploring the vibrant wildlife of St. Petersburg, every moment is tailored to your dream day on the water. Join us for an unforgettable journey—book your luxury boat adventure today!
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Half Day Luxury Boat Tour in Bradenton with Snorkeling
4 hours
Free Cancellation
from
$700
Price varies by group size
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