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100+ results
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.
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Adventurous Scavenger Hunt in Sarasota by Crazy Dash
2 hours
Free Cancellation
4.0
(1)
from
$10
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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4 Person Gas Powered Golf Cart Rental in Anna Maria
1 to 7 days
Free Cancellation
4.5
(22 Operators)
from
$159
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
5.0
(1)
from
$3,166
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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Destination and or Special Occasion Cruise
4 to 8 hours
Free Cancellation
5.0
(12 Operators)
from
$595
Per group
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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Sandbar Shelling
3 hours
Free Cancellation
5.0
(1)
from
$550
Per group
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
4.5
(22 Operators)
from
$175
What sets our 8-passenger gas golf cart apart is the combination of true group capacity, reliable gas-powered performance, and premium comfort. While other rentals may struggle with a full load or limited range, our cart is built to confidently carry eight adults all day long without sacrificing power. You get the freedom to explore Anna Maria Island together — beaches, restaurants, shops, and scenic spots — without splitting into multiple vehicles. It’s not just transportation, it’s a smoother, stronger, and more enjoyable way to experience the island. Oh, did we mention you get free gas fill ups when you stop back at our lot? Well, you do! Plus, free parking on our lot when you rent!
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8 Passenger Gas Golf Cart Rental in Anna Maria
1 to 30 days
Free Cancellation
4.5
(22 Operators)
from
$299
Likely to Sell Out
Welcome aboard Ocean Rode, a beautifully crafted Aviara luxury day yacht designed for refined coastal cruising and effortless entertaining. With sleek contemporary lines, premium finishes, and a thoughtfully designed open layout, Ocean Rode offers a modern and elevated experience on Sarasota Bay. Ideal for celebrations, corporate outings, or stylish afternoons on the water, she blends performance with comfort in a clean, sophisticated package. Modern design. Elevated comfort. Effortless coastal style. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in the coastal breeze. With seating designed for social flow and open-air enjoyment, Ocean Rode delivers a flexible and polished experience for groups of all sizes.
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Sarasota 35’ Ocean Rode Aviara Luxury Day Yacht 4 Hour
4 hours
5.0
(832 Operators)
from
$1,463
Per group
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!
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Single Kayak Rental in Anna Maria Island
1 to 7 days
Free Cancellation
4.5
(22 Operators)
from
$39
At SeaEO Luxury Boat Charters, our commitment to excellence, skilled captains, and top-tier vessels set us apart. Just like choosing a five-star resort over a budget stay, our charters offer unmatched sophistication and comfort—all at an unbeatable value. Discover the magic of Bradenton aboard our private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Ample Seating for Relaxation and Socializing ⇛ Climate-Controlled Cabin that Opens Up for Fresh Air ⇛ Sunbeds for Soaking Up Rays ⇛ Dining Areas for Meals on the Water ⇛ Smooth Ride, Perfect for Guests of All Ages ⇛ Cozy Estate Room for Naps ⇛ Plenty of Shaded Spots for Comfort ⇛ Children's & Infant Life Jackets Experience the ultimate in nautical luxury on your next Bradenton adventure.
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Bradenton Luxury Private Charter Rental: Boat Rental with Captain
2 to 8 hours
Free Cancellation
from
$899
Per group
Embark on an unforgettable journey with us, a premier provider of luxury boat chartering services in the Sarasota area. With decades of water experience in the area, we have unmatched knowledge and expertise to ensure a memorable experience on the water. With over three decades of experience in the water, we have developed an extensive understanding of the sea and its surroundings. Our captain, a licensed coast guard, uses this knowledge to enrich your journey with insightful narratives about the area.
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Private Sunset Charter
2 to 30 minutes
Free Cancellation
from
$1,100
Per group
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!
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Ladies Bicycle Rental in Anna Maria Island
1 to 7 days
Free Cancellation
4.5
(22 Operators)
from
$20
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!
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Private Sandbar Boat Party in Sarasota
4 hours
Free Cancellation
from
$749
Per group
Likely to Sell Out
Experience a stunning sunset cruise on the waters of Anna Maria Island and Bradenton Beach. This private 90-minute boat tour accommodates up to 12 guests, making it perfect for families, couples, and special celebrations. Your captain will navigate the intracoastal waterways and Gulf of Mexico to the perfect panoramic sunset spots, showcasing scenic views of Anna Maria Island’s coastline 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. Perfect for romantic dates, anniversaries, birthdays, family reunions, proposals, or simply unwinding with loved ones as the sun paints the sky in vibrant oranges and pinks. Book your private Bradenton Beach sunset cruise today and experience Florida's most magical hour on the water!
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Private 12 Passenger Sunset Cruise in Anna Maria Island
1 hour 30 minutes
Free Cancellation
5.0
(3)
from
$430
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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Sarasota - 45' Kai Fin - Sunset 4 Hour Charter
4 hours
5.0
(832 Operators)
from
$1,946
Per group
Likely to Sell Out
Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.
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Sarasota 38 Top Shelf Private Coastal Day Yacht 4hrs
4 hours
5.0
(832 Operators)
from
$1,707
Per group
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.
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Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 3Hr
3 hours
5.0
(832 Operators)
from
$1,824
Per group
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 4hr
4 hours
5.0
(832 Operators)
from
$1,828
Per group
Likely to Sell Out
Welcome aboard Ocean Rode, a beautifully crafted Aviara luxury day yacht designed for refined coastal cruising and effortless entertaining. With sleek contemporary lines, premium finishes, and a thoughtfully designed open layout, Ocean Rode offers a modern and elevated experience on Sarasota Bay. Ideal for celebrations, corporate outings, or stylish afternoons on the water, she blends performance with comfort in a clean, sophisticated package. Modern design. Elevated comfort. Effortless coastal style. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in the coastal breeze. With seating designed for social flow and open-air enjoyment, Ocean Rode delivers a flexible and polished experience for groups of all sizes.
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Sarasota-35’ Ocean Rode | Aviara Luxury Day Yacht- 6 Hour
6 hours
5.0
(832 Operators)
from
$2,011
Per group
Likely to Sell Out
Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the water. With four distinct entertaining spaces — flybridge, bow lounge, aft cockpit, and climate-controlled salon — Memory Maker offers multiple vantage points to enjoy golden hour across Sarasota Bay. Her wide beam and twin-hull design provide exceptional stability, making sunset cruising smooth and relaxed from start to finish. This is sunset, elevated. Your sunset charter offers a refined and unhurried way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails and conversation, or remain underway as city lights begin to glow. With four separate gathering areas, guests can spread out or come together — creating an atmosphere that feels both intimate and expansive.
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Sarasota-50’ Memory Maker | Aquila Power Catamaran- 3 Hour
3 hours
5.0
(832 Operators)
from
$2,379
Per group
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 for 6 Hours
6 hours
5.0
(832 Operators)
from
$2,556
Per group
Likely to Sell Out
Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.
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Sarasota- 38’ Top Shelf | Private Coastal Day Yacht- 8hr
8 hours
5.0
(832 Operators)
from
$2,927
Per group
Likely to Sell Out
Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and an expansive open deck designed for entertaining, this yacht was built to turn heads. As the sun begins to set and the water reflects shades of gold and crimson, Exit Strategy becomes even more striking. This is not just sunset cruising — it is making an entrance. Your sunset charter offers a refined yet energetic way to experience Sarasota Bay at its most beautiful. Cruise past waterfront estates as the light softens, anchor in calm waters for cocktails, or remain underway as the skyline begins to glow. Perfect for celebrations, romantic evenings, or stylish gatherings with friends, sunset aboard Exit Strategy is defined by presence, atmosphere, and unforgettable views.
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3 Hours Pardo 54 Yacht Experience
3 hours
5.0
(832 Operators)
from
$2,745
Per group
Likely to Sell Out
Welcome aboard Top Shelf, a sleek 38-foot Sea Ray built for stylish coastal cruising and effortless entertaining. With expansive bow seating, a spacious cockpit lounge, and modern performance design, Top Shelf delivers an energetic yet refined experience on Sarasota Bay. Perfect for sandbar gatherings, scenic cruising, or relaxed afternoons on the water, she blends sporty capability with comfortable social space. Elevated. Social. Effortlessly coastal. Your charter offers the perfect balance of cruising and relaxation. Explore Sarasota Bay, visit a favorite sandbar, enjoy dolphin sightings, or simply unwind in comfort as you cruise the coastline. Ideal for celebrations, visiting guests, or a refined afternoon escape, Top Shelf delivers maximum enjoyment in just the right amount of time.
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Sarasota Top Shelf with Private Coastal Day Yacht
6 hours
5.0
(832 Operators)
from
$2,434
Per group
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