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Longboat Key

Longboat Key, FL is a tropical paradise nestled between the Gulf of Mexico and Sarasota Bay. Sink your toes into the powdery white sand, catch some rays on the pristine beaches, or dive into the crystal-clear waters. With world-class golf courses, luxurious resorts, and charming waterfront dining, this island getaway is the epitome of relaxation and indulgence. Who needs stress when you have Longboat Key?

Recommendations

Outdoor4.8/5

Bean Point Beach

Welcome to the hidden gem of Anna Maria! Bean Point Beach is where paradise becomes reality. With its pristine white sands, crystal-clear waters, and breathtaking sunset views, this secluded spot is a traveler's dream. Unwind under the shade of palm trees, take a dip in the Gulf of Mexico, or simply soak up the sun. Don't forget your camera, as this spot is Instagram-worthy!

Landmark4.7/5

Mote Marine Laboratory

Dive into an underwater world at Mote Marine Laboratory & Aquarium in Sarasota, FL! From colorful coral reefs to fascinating sea creatures, this place is a must-see for marine enthusiasts. Don't miss the chance to learn about conservation efforts and get up close with sharks, manatees, and more. So grab your snorkel and get ready for an aquatic adventure!

Outdoor4.3/5

Sarasota Jungle Gardens

Sarasota Jungle Gardens is a tropical paradise nestled in sunny Sarasota. Get ready to embark on an exotic adventure and meet fascinating creatures from around the world. Marvel at the vibrant bird shows, stroll through lush gardens, and even hand-feed flamingos! Don't forget to snap a selfie with the famous pink residents. It's the ultimate family-friendly destination for wild fun in Florida!

Outdoor4.8/5

Coquina Beach

Welcome to Coquina Beach, where the Florida sun shines its brightest! This little slice of paradise features pristine white sands, crystal-clear turquoise waters, and vibrant sea life. Grab your snorkel and explore the colorful coral reef just offshore. With ample picnic areas, BBQ grills, and volleyball courts, it's the perfect spot for a beachside bash. Don't forget your sunscreen and a sense of adventure!

Eat$$$$$4.4/5

Euphemia Haye Restaurant & The Haye Loft

Experience the best of Longboat Key at Euphemia Haye Restaurant & The Haye Loft. Indulge in delectable cuisine, from succulent steaks to fresh seafood, all expertly crafted for the discerning palate. The charming Haye Loft offers live music, creative cocktails, and a cozy ambiance. As you savor your meal, take in breathtaking views of the Gulf of Mexico. A must-visit destination for any foodie traveler!

Eat$$$$4.5/5

Harry's Continental Kitchens (Restaurant)

Welcome to Harry's Continental Kitchens, where mouthwatering cuisine meets beach vibes! This hidden gem on St Judes Dr in Longboat Key, FL will transport your taste buds to food paradise. From fresh seafood delights to delicious cuts of meat, this local favorite serves up endless flavors. Don't forget to indulge in their decadent desserts! So sit back, relax, and savor the amazing food and charming coastal ambiance at Harry's Continental Kitchens.

Eat$$$4.7/5

Dry Dock Waterfront Grill

Located on the picturesque Longboat Key in sunny Florida, Dry Dock Waterfront Grill is a traveler's paradise. With a laid-back atmosphere and stunning views of the Gulf of Mexico, this hidden gem serves up delicious seafood and refreshing drinks. Whether you're craving freshly caught fish or indulging in their famous fish tacos, a visit here promises a fun-filled and flavorful experience.

Eat$$$$4.6/5

Lazy Lobster

Lazy Lobster Longboat Key is a delightful seafood haven nestled along the stunning Gulf of Mexico. With its lively atmosphere and laid-back vibe, this eatery offers an array of delectable dishes crafted from the freshest catches of the day. From succulent lobsters to mouthwatering crab cakes, prepare your taste buds for a truly unforgettable culinary adventure. Don't miss out on this seafood paradise!

Cafe$$4.4/5

Blue Dolphin Cafe

Nestled on the sandy shores of Longboat Key, Blue Dolphin Cafe is a paradise for food-loving travelers. With its vibrant beachy decor and friendly staff, this hidden gem offers a delightful array of seafood dishes, tropical smoothies, and refreshing cocktails. Treat yourself to a taste of coastal bliss and soak in the sun-drenched atmosphere at this beachfront eatery.

Cafe$$4.5/5

Longbeach Cafe

Calling all beach lovers and food enthusiasts! Longbeach Cafe, located on the stunning Gulf of Mexico Dr in Longboat Key, FL, is a hidden gem for a belly-filling adventure. Dive into their scrumptious breakfast menu and sip on a refreshing mimosa, or swing by for a beachside lunch with an array of mouthwatering salads and sandwiches. With its laid-back vibes and flavors that will make your taste buds dance, Longbeach Cafe is the perfect spot to soak up the sun and savor delicious bites.

Cafe$$4.1/5

Starbucks

Located on John Ringling Blvd in sunny Sarasota, Starbucks is a traveler's oasis. With its inviting atmosphere, friendly baristas, and delicious coffee concoctions, it's the perfect spot to fuel up before exploring the stunning beaches or downtown Sarasota. Whether you're a coffee connoisseur or just in need of a caffeine fix, this Starbucks will surely add a splash of fun to your adventure.

Eat$4.1/5

Subway

Located in Captain Brian's Plaza in Sarasota, Florida, Subway is the ultimate pitstop for weary travelers. With its vibrant atmosphere and a tantalizing menu, this eatery offers something for everyone. Dive into their fresh and customizable submarine sandwiches, loaded with crisp veggies and mouthwatering meats. Don't forget to savor their signature sauces and indulge in their delectable cookies.

Eat$$$4.7/5

Sun Garden Cafe

Located in sunny Sarasota, Sun Garden Cafe is a delightful oasis for hungry travelers. With its charming outdoor patio and vibrant decor, this cafe offers a mouthwatering menu of fresh and healthy dishes. From delicious breakfast staples like fluffy pancakes to flavorful salads and sandwiches, this hidden gem is a must-visit for a tasty and enjoyable dining experience.

Stays

Stay4.15/5

The Beach on Longboat Key Resort

Looking to escape reality? Dive into paradise at The Beach on Longboat Key Resort! Nestled on the pristine Gulf of Mexico, this tropical haven offers sun, surf, and serenity. Indulge in endless beachfront lounging, sip colorful cocktails by the pool, or embark on thrilling watersports adventures. With sweeping ocean views and top-notch amenities, this lively resort is your gateway to endless fun in the Florida sunshine!

Stay4.35/5

Casa Del Mar Beach Resort on Longboat Key

Welcome to the enchanting Casa Del Mar Beach Resort, nestled along the sandy shores of beautiful Longboat Key. With a prime location and stunning Gulf of Mexico views, this tropical haven offers endless relaxation and fun in the sun. Explore the luxurious accommodations, indulge in delectable dining options, and dive into exciting water activities. Come, let your worries drift away on the ocean breeze at Casa Del Mar!

Stay4.35/5

Zota Beach Resort

Welcome to Zota Beach Resort, the ultimate beachfront getaway on Longboat Key! With its vibrant decor and breathtaking views of the Gulf of Mexico, this tropical haven guarantees a fun-filled escape from reality. Enjoy the resort's luxurious amenities, including a beachside pool, exquisite dining options, and easy access to water sports. Unleash your inner adventurer and soak up the sun at Zota Beach Resort!

Stay4.3/5

Silver Sands Gulf Beach Resort

Welcome to Silver Sands Gulf Beach Resort, where paradise meets relaxation on the stunning Longboat Key! With its prime location on Gulf of Mexico Dr, you'll have direct access to sun-soaked beaches and picturesque views. This delightful resort offers a range of amenities, from a sparkling pool to cozy rooms, ensuring an unforgettable and fun-filled getaway. Get ready for a memorable beach vacation like no other!

Stay4.05/5

The Resort at Longboat Key Club

Welcome to The Resort at Longboat Key Club! This beachfront paradise offers luxurious accommodations, exquisite dining options, championship golf courses, a rejuvenating spa, and a pristine white sand beach. Whether you're looking to relax by the pool, play a round of tennis, or sip cocktails at sunset, this resort has everything you need for the perfect vacation getaway.

Stay3.9/5

The Ritz-Carlton, Sarasota

Welcome to The Ritz-Carlton in sunny Sarasota! This luxurious resort offers stunning views of Sarasota Bay, a beautiful spa, and delicious dining options. Take a dip in the pool, relax on the private beach club, or explore the vibrant downtown area. With impeccable service and elegant accommodations, you'll feel like royalty at this waterfront paradise.

Stay4.5/5

Sea Club I Beach Resort

Welcome to Sea Club I Beach Resort! Nestled on the pristine shores of Longboat Key, our beachfront oasis offers the perfect blend of relaxation and adventure. With spacious rooms, stunning ocean views, and a plethora of water sports to choose from, your vacation here promises to be unforgettable. Join us for some sun, surf, and endless smiles!

Things To Do
Provided by

5/5

2 h

Awesome Scavenger Hunt: Sarasota Spectacles

Get ready to embark on the ultimate adventure with Let’s Roam, the #1 app-led adventure hunt company! Picture yourself strolling through Sarasota, uncovering its best landmarks and hidden gems while tackling trivia questions and conquering challenges along the way. Whether you’re collaborating with your team or engaging in friendly competition, every step brings new discoveries and unforgettable moments. Let’s Roam Adventure Hunts aren’t just for any day – they’re perfect for turning bachelorette parties, birthday celebrations, corporate team building events, and any occasion into an epic adventure. Each player gets to choose their interactive role, with challenges that cater to every personality. So, gear up, pick your path, and get ready to make Sarasota your playground of excitement and exploration with Let’s Roam!

$12.31

4.9/5

2 h

Siesta Key Electric Bike Sunset Tour

Experience America's number 1 beach in an incredibly unique manner! Our electric bikes are top of the line and feature both a 5 level pedal assist as well as on-demand throttle so you can work as much or little as you desire. Great for folks of any age and experience level.

$71.43

4.8/5

1 h 30 mins

City Sightseeing Trolley Tour of Sarasota

Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor. Guests will travel in our air-conditioned trolley.

$85.61

4.8/5

1 h 30 mins

Sing-Along Trolley

This high energy, highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, date night anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talented singers as we drive by points of interest that relate to the songs' themes. A bar stop mid-way through offers the chance to meet other guests and have fun together. Come in 70'sor 80's costumes for even more of a themed fun tour.

$79.32

4 h

Private Sandbar Boat Party in Sarasota

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!

$749.00

5/5

2 h

Anna Maria island 2 hour Dolphin Tours

Embark on a private two-hour adventure through Florida’s pristine waters, where you’ll witness dolphins and manatees up close, take in the peaceful beauty of hidden waterways, and enjoy a crowd-free, unforgettable experience Before you go you must sign the waiver: https://fareharbor.com/waivers?shortname=passagekeydolphintours&bookingUuid=d8b91c9d-0065-4f8b-a9e8-86835f55430b&source=copy-link

$475.00

5/5

4 h

Half Day All The Way

Private Luxury Charter for up to Six Clients. You relax and we take care of the rest. All of charters include USCG Licensed Captains, USCG Documented Vessels, great safety equipment included Comfortable & Inflatable Life Jackets. We are fully licensed and insured.

$824.00

5/5

2 h

Gulf Islands Adventures - 2 hour Craigcat Tour AMI

Come experience Anna Maria Islands best year round boat tour with Gulf Islands Adventures! Since 2018 we have been leading fun explorers 2+ hours on the water with our guided Craigcat boat tour. Drive your on Craigcat while following a guide, feeling like a kid the entire trip! (2 person minimum)

$145.00

5/5

2 h

Mangrove Tunnels Pedal Kayak Eco-Tour in Anna Maria

Embark on an unforgettable adventure with our exhilarating Pedal Kayak Tour in the stunning waterways of Anna Maria, Florida. Immerse yourself in the natural beauty of the Sunshine State as you paddle 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 join us for an eco-adventure that combines the thrill of 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 Kayak Tour promises an unforgettable experience filled with exploration, beauty, and a deep connection to the natural wonders of the Sunshine State.

$74.00

5/5

2 h 30 mins

Kayaking with coastal wildlife in Sarasota Bay

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!

$65.00

5/5

2 h

Dolphin Watching boat tour around Anna Maria Island

Expert Guided Tours: Led by an experienced captain and guide. Unmatched Viewing Opportunities: Our boat is designed to offer the best viewing experiences. With spacious decks and limited passenger numbers, every spot is the best spot. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to provide protection and relief from the sun's intensity and a dive ladder to safely and comfortably get on and off the boat. Family-Friendly Adventures: We believe in creating memorable experiences for all ages. Our dolphin watching cruises are safe, accessible, and engaging for families. Sustainable Practices: Committed to the environment, we adhere to responsible wildlife viewing guidelines. Our tours respect the dolphins' natural behavior and habitat, ensuring a sustainable and ethical encounter with wildlife.

$450.00

5/5

2 h

Sunset Boat Tour Around Anna Maria Island

History: As we navigate the serene waters, immerse yourself in the rich history of the Cortez Fishing Village. Breathtaking Views: Witness the spectacular sunset over the Gulf of Mexico, as the sky transitions through a palette of colors, from vibrant oranges to soothing purples, all from the best vantage point—the sea. Unmatched Serenity: Glide along the tranquil waters surrounding Anna Maria Island, where the gentle lapping of the waves and the soft glow of the setting sun create a serene atmosphere. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to provide protection and relief from the sun's intensity and a dive ladder to safely and comfortably get on and off the boat. Wildlife Encounters: Keep an eye out for the diverse marine life that calls these waters home. From playful dolphins to majestic sea birds, our sunset cruise offers a chance to connect with nature in a profound way.

$450.00

5/5

Sandbar, Beach, Dolphin Watching Cruise Sarasota, Florida

With a variety of boat tour options available, visitors can explore the natural beauty of the Gulf, learn about local history, spend the day at a sandbar, witness dolphins and local wildlife, spread loved ones ashes, engagement, wedding, bachelor and bachelorette party. Private charters for a one of a kind personalized experience.

$495.00

5/5

3 h

3 Hour Private Boat Tour

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!

$585.00

5/5

4 h

Private 4 hr Fishing Tour with Master Captain Bill Phillips

"Experience the Ultimate Adventure: – Your Gateway to Unforgettable Fishing Excursions!" Embark on a thrilling adventure with as you reel in the catch of the day during their 4-hour inshore fishing trips in the stunning Sarasota Bay. Experience the angler's paradise on Anna Maria Island's Bean Point with 6-hour trips, where you'll have a chance to hook impressive game fish against the backdrop of breathtaking coastal scenery. Dive into the depths of the Gulf of Mexico's fish haven during' 8-hour fishing excursions, exploring the 1, 3, and 7 Mile reefs, where the sea comes alive with a diverse array of marine species waiting for you to make your biggest catch yet.

$325.00

5/5

2 h 30 mins

Private Sunset Cruise

What makes this sunset cruise truly unique is the unparalleled combination of natural beauty and effortless relaxation, offering more than just a view, but an immersive experience. As the sun dips below the horizon, you're not simply watching a sunset; you're enveloped in the tranquil waters of the Gulf and Sarasota Bay, witnessing the dynamic interplay of vibrant colors reflecting off the water against the breathtaking backdrop of the Sarasota skyline and nearby keys. Beyond the stunning visuals, our comfortable boat, with its ample seating, provides a truly laid-back and intimate environment, perfect for unwinding whether you’re seeking a romantic escape or quality time with loved ones. Adding to this special journey is the potential for magical encounters with playful dolphins in their natural habitat, turning a beautiful evening into an unforgettable moment of wonder.

$495.00

5/5

Tampa Bay Inshore Fishing Charters

Experience and explore backwaters of Hillsborough and Tampa Bay! Always a short distant and boat ride to great fishing in Tampa Bay Inlet. Enjoy fishing one of the most popular cities in Florida, it has a unique ecosystem found right within downtown. Fishing is great all year round, and there is such diversity of nearshore, flats and backcountry fishing for Tarpon, Snook, Redfish, Trout, Snapper, Sheepshead, Cobia, Drum, Pompano, Spanish Mackerel, Bonito or Sharks, depending on the season. Even on windy days, there are plenty of places to fish, in the Bay, you can fish one of the many barrier islands, and hundreds of miles of backcountry water shoreline, making this an experience, not just another fishing trip. Travelers that have enjoyed our Tampa Florida fishing charters also enjoyed a day at Busch Gardens Tampa Bay or a day at Big Cat Rescue. Tampa has a lot to offer and we would love to show you the full experience!

$715.99

5/5

1 h 30 mins

Clear Kayak Private Guided Day and Night Tours in Florida

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.

$60.00

5/5

2 h

2 Hour Private Captained Crab Island Dolphin Tour in Destin

Set out on the waters of Destin, Florida, with a private Crab Island Dolphin Tour. The perfect blend of relaxation, adventure, and celebration. Whether you’re planning a bachelorette party, a birthday, or simply a day on the water with friends, our brand-new, pet-friendly pontoons and experienced captains ensure your group enjoys every moment. From spotting dolphins to lounging on a floating dock or soaking up the sun on deck, this is your chance to make memories in one of Florida’s most iconic coastal destinations. Every charter is completely private for your group, so you’ll have the boat, crew, and itinerary all to yourselves. Cruise through the emerald waters, anchor at Crab Island to party on the sandbar, or relax on a secluded beach only accessible by boat. Our team handles the details so you can focus on having fun, with music, drinks, and Destin’s best views setting the backdrop for your perfect day.

$180.00

5/5

24 h

Electric Bike Rental

We offer the perfect solution for those needing an easy way to get around on vacation or for those wanting to try out electric bikes before they buy! Great way to ride the areas many bike trails. We bring the bike to you! We have 10 rental bikes available, all electric, with throttle and pedal assist. Fresh air and exercise. All of our bikes are current model year. Pedal as much or as little as you choose. Our level of service is second to none. We can offer longer term rentals at a very creative price structure.