Sarasota
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Viator
Double Kayak Rental in Anna Maria Island
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!
1 Day - 7 Days
Sarasota
- Free cancellation
- New
From
$61
No similar experiences found
Viator
Scoot Coupe Rental in Anna Maria Island
*If more than one Scoot Coupe is needed, please make a separate rental purchase for each additional Scoot Coupe. The Scoot Coupe is the ultimate side-by-side scooter, built for two passengers to ride together in comfort and style on Anna Maria Island. One person drives while the other relaxes, takes photos, and soaks in the coastal views — no awkward back seat, just easy conversation and shared memories. Cruise past island landmarks, beach access points, shops, and waterfront restaurants with effortless parking along the way. Get ready for sunshine, sea breezes, and the most fun you can have exploring Anna Maria together. Free parking on our lot when you rent!
1 Day - 7 Days
Sarasota
- Free cancellation
- New
From
$139
No similar experiences found
Viator
Paddle Board Rental in Anna Maria Island
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 Day - 7 Days
Sarasota
- Free cancellation
- New
From
$62
No similar experiences found
Viator
Ladies 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!
1 Day - 7 Days
Sarasota
- Free cancellation
- New
From
$20
No similar experiences found
Viator
Private Egmont Key Excursion
Escape to Egmont Key, a secluded island paradise accessible only by boat! This private 3-hour excursion takes you to one of Florida's most unique state parks, where pristine beaches, crystal-clear Gulf waters, and fascinating history await. Spend your day swimming in turquoise Gulf waters, snorkeling among vibrant marine life, searching for shells along pristine shorelines, and spotting native gopher tortoises roaming freely across the island. Explore the historic 1858 lighthouse maintained by the U.S. Coast Guard and discover the intriguing ruins of Fort Dade, dating back to the Spanish-American War era. With approximately 2 hours on the island after a scenic 25-minute boat ride, you'll have plenty of time to create unforgettable beach memories. This is your private boat - bring up to 12 guests for the ultimate Egmont Key adventure! Perfect for families, nature lovers, history buffs, and anyone seeking an authentic Florida island adventure away from the crowds!
3 Hours
Sarasota
- Free cancellation
- Private tour
- New
From
$900
No similar experiences found
Viator
Bradenton Luxury Private Charter Rental: Boat Rental with Captain
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.
2 Hours - 8 Hours
Sarasota
- Free cancellation
- Private tour
From
$899
No similar experiences found
Viator
Private Vacation Photoshoot with Photographer Anna Maria Island
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Anna Maria Island, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.
1 Hour
Sarasota
- Free cancellation
- Private tour
From
$213
No similar experiences found
Viator
Single Kayak Rental in Anna Maria Island
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!
1 Day - 7 Days
Sarasota
- Free cancellation
- New
From
$39
No similar experiences found
Viator
Anna Maria Island Build your own adventure 6 hour
Create the perfect day at sea with a private charter that’s built around your ideal coastal experience. This tour gives you the freedom to choose what matters most—whether it’s snorkeling in clear, shallow waters, exploring historic Egmont Key, searching for dolphins and manatees, or relaxing at peaceful sandbars.
6 Hours
Sarasota
- Free cancellation
- Private tour
- New
From
$940
No similar experiences found
Viator
6 Person Gas Powered Golf Cart Rental in Anna Maria
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!
1 Day - 30 Days
Sarasota
- Free cancellation
- New
From
$175
No similar experiences found
Viator
Sarasota 38 Top Shelf Private Coastal Day Yacht 4hrs
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.
4 Hours
Sarasota
- Private tour
- New
- Likely to sell out
From
$1,707
No similar experiences found
Viator
Sarasota Top Shelf with Private Coastal Day Yacht
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.
6 Hours
Sarasota
- Private tour
- New
- Likely to sell out
From
$2,434
No similar experiences found
Viator
Siesta Key 6 Hour, Fun Filled Day on the Water. Build Your Day!
Your private boat charter with captain for the day! You'll have the best time experiencing our beautiful waters around Siesta Key and Sarasota. We will help you make it the best day of your vacation, making amazing memories. You will nearly always see dolphins and manatees up close, sometimes getting the dolphins to play and chase the boat! Experience fun sandbars and beach stops for swimming, snorkeling and paddleboarding. Just want to enjoy a cold drink and float in the pristine waters while enjoying your music? That's fine too! Maybe you would like to stop at a fun tiki bar or excellent restaurant on the water for a drink or bite. There are so many fun options for your day. You will leave wishing you had more time and we will hope to see you again!
6 Hours
Sarasota
- Free cancellation
- Private tour
- New
From
$1,025
No similar experiences found
