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Dunedin

Dunedin, FL, USA

Dunedin

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Dunedin

Dunedin, the fifth-largest city in St. Pete-Clearwater, blends old-Florida charm with strong Scottish roots. Visitors can relax on pristine beaches, explore the Pinellas Trail, or stay at the historic Fenway Hotel, once home to the county’s first radio station. The city’s lively dining and brewery scene complements its cultural pride, best experienced at the Dunedin Highland Games—Florida’s largest, where music, dance, and athletic tradition celebrate the enduring spirit of Scotland in Florida.

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Featured Trip Itineraries

11

The Best Experiences in Dunedin, Florida

Recommendations

Outdoor4.7/5

Honeymoon Island State Park

Get ready for a sun-soaked adventure at Honeymoon Island State Park! This tropical paradise in Dunedin, Florida offers breathtaking beaches, crystal-clear waters, and wildlife galore. Whether you're swimming, sunbathing, or spotting dolphins, you'll have a blast exploring the nature trails or picnicking with your pals. Don't forget your cameras and beach towels! Ahoy, mateys!

Outdoor4.8/5

Caladesi Island State Park

Welcome to Caladesi Island State Park, a tropical paradise just off the coast of Dunedin, Florida! With its crystal-clear waters, sandy beaches, and lush mangrove forests, this hidden gem is a dream come true for nature lovers and beachgoers. Grab your sunscreen and board the ferry to this secluded island getaway, where relaxation and adventure await. Don't forget your camera – you'll want to capture every unforgettable moment!

Culture4.7/5

Dunedin History Museum

Welcome to the Dunedin History Museum, where the past comes alive with a twist of fun! Discover the charming city of Dunedin's vibrant history through artifacts, interactive exhibits, and engaging stories. From pirates to pioneers, this hidden gem on Main Street will transport you back in time and leave you longing for more. Don't forget to grab a souvenir from the gift shop before you head back to the present!

Shop4.5/5

Countryside Mall

Nestled in Clearwater, Florida, Countryside Mall is a shopper's paradise with its vibrant mix of stores and entertainment. Get your fashion fix at popular retailers, indulge in delicious eats, or take a break at the state-of-the-art movie theater. From trendy boutiques to classic brands, this mall has it all! So grab your wallet, unleash your inner shopaholic, and enjoy a day of retail therapy at Countryside Mall!

Outdoor4.7/5

Hammock Park

Welcome to Hammock Park, where relaxation meets adventure in Dunedin, FL! Unwind in the shade of swaying palm trees, breathe in the salty ocean air, and let your worries drift away. Discover winding trails, secret nooks, and diverse wildlife in this picturesque park. Don't forget your camera – this hidden gem is a nature lover's dream! Open from sunrise to sunset. Enjoy!

Landmark

Reel Fishing Charter

Welcome to Reel Fishing Charter, where the fish are always biting and the good times keep reeling! Located at 2058 Bayshore Blvd Suite 3 in sunny Dunedin, FL, our expert guides will take you on the fishing adventure of a lifetime. Whether you're a seasoned angler or a first-timer, our charters offer a thrilling experience guaranteed to hook you in. Book your spot now and get ready to catch some epic memories!

Attraction4.7/5

Caladesi Island Ferry Tickets & Information

Explore the stunning Caladesi Island via ferry, where pristine beaches and natural beauty await. Caladesi Island Ferry Tickets & Information offers easy access to this serene paradise, perfect for a day of adventure and relaxation.

Eat$$$$$4.7/5

The Black Pearl

Ahoy, matey! Situated on 315 Main St, Dunedin, The Black Pearl is a treasure trove of entertainment. This lively joint offers a unique blend of pirate-themed fun, delicious seafood, and thirst-quenching grog. Tickle your taste buds with their flavorful dishes, swashbuckle your way through their jovial atmosphere, and let the Black Pearl give you an unforgettable pirate adventure. Argh, ye landlubbers, don't miss this gem!

Eat$$$4.4/5

Casa Tina Mexican

Casa Tina Mexican, nestled in the heart of Dunedin, FL, is a fiesta for your taste buds! This vibrant eatery whisks you away to Mexico with its flavorsome dishes. From authentic enchiladas to zesty guacamole, they've got it all! Pair your meal with a refreshing margarita and let the live music and colorful decor transport you to a soirée south of the border. Olé!

Eat$$$4.4/5

Olde Bay Cafe

Looking for a quirky spot to indulge your taste buds? Look no further than Olde Bay Cafe in Dunedin, FL. Nestled on 51 Main St, this charming eatery serves up a delicious array of seafood dishes with a side of laid-back vibes. With its prime location and friendly staff, Olde Bay Cafe is a must-visit for any traveler craving a fun and flavorful dining experience.

Eat$$$4.4/5

Crown and Bull

Welcome to Crown and Bull, a delightful hidden gem on Main Street in Dunedin, Florida! Step into this lively pub and be transported to a traveler's paradise. With its eclectic decor, friendly staff, and a menu bursting with mouthwatering dishes, you'll feel like you've discovered a treasure. From their signature burgers to craft beers, Crown and Bull is a must-visit for those seeking a unique and unforgettable experience. Cheers!

Eat$$$4.5/5

Dunedin Brewery

Grab a pint and let the good times roll at Dunedin Brewery! Located in sunny Dunedin, FL, this traveler's haven is serving up craft beers that will knock your socks off. From hoppy IPAs to smooth stouts, there's something for every beer lover. With live music, a cozy atmosphere, and friendly locals, this spot is a must-visit for a fun-filled evening. Cheers!

Eat4.7/5

Soggy Bottom Brewery

Get ready to dive into a world of craft beer at Soggy Bottom Brewery in Dunedin, FL! Located on Main St, this brew-tiful hangout offers a fun and vibrant atmosphere, perfect for beer enthusiasts and adventurers alike. With a wide selection of innovative and tasty brews, Soggy Bottom Brewery will have you hopping with excitement. Cheers to good times ahead!

Eat$$4.3/5

Blue Sake Thai - Sushi & Bar

Welcome to Blue Sake Sushi & Asian Fusion, where culinary magic dances on your taste buds! Nestled on Main St in Dunedin, FL, this vibrant eatery offers a tantalizing fusion of traditional Japanese and Asian flavors. From melt-in-your-mouth sushi rolls to aromatic Thai curries, prepare to embark on a flavor-packed journey. So grab your chopsticks, bring your appetite, and indulge in this gastronomic adventure!

Eat$$$4.4/5

The Living Room on Main

Step into The Living Room on Main and immerse yourself in Dunedin's lively atmosphere. Located at 487 Main St, this vibrant hotspot offers a fusion of delicious food, refreshing drinks, and live entertainment. Whether you're sipping on a craft cocktail, grooving to live music, or indulging in their mouthwatering menu, this place is the perfect spot to unwind and make lasting memories. So, kick back, relax, and let The Living Room on Main charm your wanderlust soul!

Stays

Things To Do
Provided byViator

5/5
4 h

Half-Day Private Boating On Black Hurricane - Clearwater Beach

A BOAT DAY offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deck Boat as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.   Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

$850.00
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5/5
4 h

Half-Day Private Boating On Platinum Funship - Dunedin

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

$1,050.00
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5/5
4 h

Half-Day Private Boating On Tahoe Funship - Indian Rocks Beach

A Boat Day offers private, customized half-day and full-day boat charters for small groups of up to 8 passengers. Sit back and relax on the very comfortable, 25 foot double-decker Funship as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat charters are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

$1,050.00
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5/5
4 h

4 Hour Clearwater Beach Private Pontoon Boat Tour

Experience one of the top-rated Clearwater Beach pontoon tours on a private boat tour for up to 6 guests. Cruise the crystal-clear waters of the Gulf of Mexico with a licensed captain while enjoying panoramic coastal views and dolphin sightings. Visit Caladesi Island State Park, Honeymoon Island, and popular sandbars like Three Rooker Island — accessible only by boat. Swim, snorkel, collect seashells, or relax in turquoise waters as your customizable itinerary is tailored to your group. Perfect for families, couples, and small groups, this private Clearwater Beach boat tour offers a relaxed, personalized Gulf Coast adventure focused on comfort, safety, and unforgettable island exploration. Why Travelers Love This Tour: • Private experience for up to 6 guests • Dolphin watching opportunities • Island stops & sandbar access • Swim, snorkel & shell • Flexible itinerary with licensed captain

$600.00
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5/5
4 h

Half-Day Private Boating On Premium Four Winns - Clearwater Beach

A Boat Day offers private, customized boat charters for small groups of up to 10 passengers. Sit back and relax on the very comfortable, 27 foot double-decker Funship with a slide, as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico.  Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelorette parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

$950.00
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5/5
4 h

Florida's Beautiful Beaches and Waterways Private Tour

We offer private, customizable, scenic boat tours, sunset cruises, and island hopping. We are all about fun, family, and being on the water. Relax and let us show you how to avoid the crowds and beach like a local. See and explore Florida's beautiful beaches and waterways on a private boat with a licensed Captain. Serving Clearwater Beach, Dunedin, Palm Harbor, and Indian Rocks Beach. My vessel is a safe and comfortable Century 2200 Center Console with cushioned bow and stern seating. I always supply a USCG-approved Type 1 PFD for each occupant.

$485.00
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5/5
4 h

Half-Day Private Boating On Black Hurricane - Indian Rocks Beach

A Boat Day offers private, customized boat charters for small groups of 1-6 passengers. Sit back and relax on the very comfortable, 24 foot Hurricane Deckboat as you cruise the waterways with a Captain as your guide. Your boating adventure will get you up close to wild dolphins and take you to secluded barrier islands so you can go shelling on pristine beaches or swim in the Gulf of Mexico. Our private boat tours are perfect for family outings, birthdays, anniversaries, graduations, bachelor(ette) parties, marriage proposals, romantic getaways, reunions, spreading ashes, or any other reason!

$850.00
More
5/5
2 h

Go Tiki Tours Clearwater"#1 Floating Tiki Boat" Bathroom on Board

We provide the perfect 2 hour Floating Tiki Boat for any of your event needs… whether you're celebrating birthdays, anniversaries, graduations, retirements, or bachelor/bachelorette parties, we offer an unforgettable experience showcasing Clearwater Beach! Our spacious tiki boat is designed to accommodate up to 13 passengers, ensuring a comfortable experience. Equipped with a bathroom and Bluetooth speakers, we have everything you need to make your journey truly remarkable. For groups of more than 6, the captain is hired separately. We will provide a list of our favorite USCG-Qualified captains for you to hire after your reservation is complete. We strive to make your experience as enjoyable as possible, providing complimentary water and snacks on board, along with coolers filled with ice for your convenience and drinks.

$59.90
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5/5
3 h

Mimosas & Munchies: Clearwater Beach Bachelorette Tour

This isn’t a cookie-cutter food tour — its begins on the highest roof top bar (10th Floor) on Clearwater Beach, with a full-on bride tribe experience. Guests enjoy an all inclusive event with food and alcoholic drinks, a hilarious Bachelorette Trivia Challenge (complete with a secret prize), a Scavenger Hunt for Charlie the Chicken, and even learn our famous Pre-Marital Celebration Chant that turns heads wherever we go! Our Bachelorette Mimosas, Munchies & Fun Food Tour is Clearwater Beach’s ultimate pre-wedding party on foot — where every sip, bite, and life time memories are created. - Explore Clearwater Beach's top beach food & drink spots with an enthusiastic guide. - Engage in a hilarious marriage trivia with a surprise gift for the winning team. - Customizable to your theme! - ADA-friendly tour.

$129.00
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5/5
2 h

Afternoon Schooner Clearwater Beach Cruise Sailing

Whether you are a seasoned sailor or if this is your first time sailing, this will be a memorable visit!!! ;) *Children under age 5-not permitted to sail. *Not Suitable for Guests with mobility issues. *Participants must weigh less than 275 pounds - IMPORTANT- plan to arrive 45 minutes before departure time for mandatory check in to collect your boarding passes. -Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed sailing excursion. -Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel. -Our motto is "We SAIL and We SAIL Well"!

$65.00
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5/5
2 h

2-Hour Private Sunset Cruise (2-20ppl, BYOB)

This boat is all yours! Turn up the music and turn down the lights because Clearwater at sunset is absolutely stunning. There is no better way to enjoy the bay than sightseeing, dancing, and relaxing with your favorite drinks on our comfortable boat. We have a great Soundsystem on board you can connect to and party on. Stunning views and our party lights make this night cruise a blast! Since it's private to your group, we could even stop at the tiny island for a beach party if you choose. The Clearwater Night Cruise last two hours. Bring anything you would like to eat or drink (BYOB) for the tour as well as ice for your drinks. This boat is motorized, so pedaling is not an option but dancing is! A restroom is included on the boat for your convenience. The boat is a catamaran meaning that it rides smoothly though the waterway. Keep a keen eye out for dolphins that frequent these waters. For groups that just want to party, we pump up the music and all you have to do is enjoy the ride!

$980.00
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5/5
5 h

5-Hour Private Clearwater Adventure – Islands & Wildlife

Set out on Salt Therapy with Captain Chris, a U.S. Coast Guard veteran with over 40 years on the waters of Clearwater and the Gulf Coast. This 5-hour private charter lets you experience Florida’s west coast the way locals do—with freedom, sunshine, and salty smiles. Swim at hidden sandbars, hunt for shells on quiet islands, or watch dolphins race the wake through the Intracoastal. Whether you’re floating, exploring, or relaxing to your favorite playlist, this trip moves at your pace. With flexible stops, multiple pickup points, and a laid-back atmosphere, it’s the perfect blend of sightseeing, island time, and good company. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • 5-hour private charter aboard Salt Therapy • Swim, explore, and dolphin-watch • Visit hidden islands & sandbars • Cooler, ice & bottled water provided • Pickup in Clearwater, Belleair & IRB Spend the day chasing sunshine—“Boat Like a Local.”

$488.74
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5/5

Clearwater Inshore Fishing Charter

Experience and explore waters of Clearwater Beach and Caladesi Island State Park. Always a short distant and boat ride to great fishing in Clearwater Bay. Enjoy fishing one of the most popular and unique ecosystem found within downtown. Fishing is great all year round, and there is such diversity of nearshore, island hoping and backcountry fishing for Black Drum, Redfish, Cobia, Trout and Jack Crevalle 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 and Visitors of Clearwater Beach also enjoyed the Clearwater Marine Aquarium or experience in the Boeing 737 Flight Simulations or even an awesome game at Spectrum Field.

$700.00
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5/5
45 mins

See All of Gorgeous Tampa Bay by Helicopter

Departing from Clearwater Airpark just minutes from Clearwater Beach you will zoom southbound along mile after mile of some of Florida’s most beautiful beaches. You will set sail towards the Sunshine Skyway Bridge and pass the interconnected islands that make up Pinellas County’s largest State Park on the way. As you head north catch views of the Tropicana Field, Downtown St. Petersburg, the marinas, Dali Museum and Tampa Bay.

$255.00
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5/5
3 h 30 mins

Half-Day Private Guided Nature of Florida’s Gulf Coast Eco Tour

Our Private Eco Tours are Fun for the Whole Family! Enjoy the views and beautiful nature of Florida’s Gulf Coast. We offer with island excursions. You will be looking for dolphins, manatees, birds, lighthouses and other historical sites. Our island Excursions let you explore and look for shells, swim, or just relax on the beach.

$513.00
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5/5
6 h

6-Hour Private Clearwater Island Adventure

Set out for the ultimate Clearwater adventure aboard Salt Therapy with Captain Clearwater. This 6-hour private cruise is your chance to see it all—dolphins, sandbars, islands, and the open Gulf—at your own pace. Whether you’re island-hopping, snorkeling, grabbing lunch, or floating with a cold drink in hand, every moment is yours to design. All 6-hour charters depart from the Belleair Causeway Boat Ramp, with convenient $6 all-day parking. Captain Chris, a USCG-licensed veteran, brings over 40 years of local knowledge and laid-back hospitality to make the day effortless. With plenty of time to explore, this is Clearwater done right. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • 6-hour private charter aboard Salt Therapy • Visit barrier islands & local sandbars • Dolphin watching, swimming & snorkeling • Cooler, ice & bottled water included • Pickup in Belleair “Boat Like a Local” all day long.

$593.99
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5/5
4 h

4-Hour Private Island Escape – Islands & Dolphins

Spend an unforgettable half-day exploring Clearwater’s islands and calm Gulf waters aboard Salt Therapy with Captain Clearwater. This 4-hour private cruise is the perfect balance of adventure and relaxation—see dolphins, visit sandbars, swim, snorkel, or anchor up for a floating picnic. Bring your own drinks and tunes while your USCG-licensed captain shares local stories and secret spots known only to Clearwater regulars. With flexible pickup points and a laid-back pace, this is how locals spend their day off: sun on your face, salt in the air, and time on your side. All Captain Clearwater charters are private, customizable, and flexible based on weather and guest preference. Highlights • Half-day (4-hour) private charter aboard Salt Therapy • Explore sandbars & barrier-island beaches • Dolphin watching & swimming stops • Cooler, ice & bottled water included • Pickup in Clearwater, Belleair & IRB Chase the sun, drop the anchor, and let island time take over—“Boat Like a Local.”

$479.99
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5/5
20 mins

Banana Boat Fun Ride at Shephard's Beach Resort Clearwater Beach

Experience one of the most exciting water activity on Clearwater Beach aboard our Banana Boat! Hold on as you’re towed across the sparkling Gulf waters, bouncing over the waves with family and friends for an unforgettable adventure. Our experienced, USCG-certified captain will provide a thorough safety briefing and make sure everyone is comfortable before heading out, making this a great activity for first-time riders and returning guests alike. Whether you’re celebrating a vacation, making family memories, or just looking for a fun way to cool off, this fun ride delivers plenty of laughs, splashes, and excitement.

$28.00
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5/5
1 h

Beach Portraits St. Patrick’s Day Package Clearwater Beach

Looking to make unforgettable beach memories this March? Available all month long, our St. Patrick’s Day beach photoshoot is perfect for couples, friends, families, and solo travelers who want stunning photos with expert posing guidance. This fun seasonal photoshoot is perfect for anyone wanting festive beach portraits with a St. Patrick’s Day feel, without needing to book on St. Patrick’s Day itself. In just 1 fun-filled hour, we will guide you through easy, flattering poses. No experience needed. Whether you're celebrating St. Patty’s Day, a spring getaway, or just want an excuse to throw on your green, we’ve got you. After your session, your photographer will deliver your favorite 8 edited digital images plus 1 FREE, with the option to purchase more. No pressure. No obligation. Just stunning memories with a festive St. Patrick’s touch. If you would like us to travel to your location for your session, please include that request in the Notes section when booking.

$259.95
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5/5
2 h

Relaxing 2-Hour Sunset Pontoon Cruise in Clearwater

Experience a Relaxing Sunset Cruise in Clearwater for groups up to six End your day on the water with a private 2-hour sunset cruise along Clearwater’s beautiful barrier islands. This laid-back experience is perfect for couples, families, or small groups looking to unwind and take in one of Florida’s most stunning coastal sunsets. Cruise through calm Gulf waters as the sky transforms with vibrant colors, creating the perfect backdrop for photos and unforgettable moments. Keep an eye out for dolphins, which are often seen playing nearby during the evening hours. With a comfortable pontoon boat, a USCG-licensed captain, and everything provided—including fuel, equipment, and a cooler with ice—you can simply relax and enjoy the ride. Whether you're celebrating something special or just want a peaceful evening on the water, this sunset cruise is an easy, memorable way to experience Clearwater from a whole new perspective.

$375.00
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