You Won't Find a Better Trip to St. Pete & BeyondCoastal towns, waterfront dining, and unexpected pockets of art and charm fill this St. Pete/Clearwater itinerary. Expect local flavor, quiet beach moments, and a few delightfully quirky surprises along the way.AuthorsGulfCoastJourneys
DestinationsSt. PetersburgItinerary

Day 1-Arrival

Clearwater Beach Sheraton Resort on Sand Key
Beachfront resort with an outdoor pool, hot tub, multiple restaurants, and comfortable rooms. It's also the only resort on Sand Key with its own private beach, with many rooms offering private balconies and water views.
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Columbia Restaurant Sand Key
Tableside sangria paired with delicious Spanish food, an epic view of the water, and great customer service at a local outpost of a Florida institution with over 120 years of family history behind it.
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Day 2

Sand Key Park
A gorgeous sunrise walk along the Gulf is the perfect way to start the day. Shells, birds, and quiet peaceful moments along this 95-acre stretch of white sand, where a salt marsh trail draws herons and other shorebirds, and loggerhead sea turtles nest each summer.
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Wild Iris Cafe
Super cute café with a gorgeous outdoor patio shaded under a canopy of trees. Breakfast menu filled with classic options including avocado toast with a bacon crumble, Eggs Benedict, and a full espresso menu.
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Pinellas Trail
The Fred Marquis Pinellas Trail is a 47-mile paved path running from St. Petersburg all the way to Tarpon Springs, and it cuts right through the heart of Downtown Dunedin. The city was even named Florida's first official Trail Town back in 2018, thanks to how seamlessly the trail weaves through its shops, restaurants, and public art. Walkers, joggers, and cyclists share the path as it winds past Downtown's storefronts and coffee shops.
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Celtic Shop of Dunedin
Celtic shop with Irish and Scottish groceries, tartans, family crests, and unique souvenirs to bring home. Over 500 family clan and district tartans line the shelves, all woven in Scotland from pure wool.
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Dunedin Coffee Company & Bakery
Local coffee shop with fresh baked pastries, a fantastic coffee menu, and staff that greets you with a smile.
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Indy's Cookie Company
Small-batch cookie shop tucked into the Causeway Plaza near Honeymoon Island, known for big cookies, cookie cakes, and edible cookie dough. New limited flavors drop weekly.
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Happy Cactus Mexican Cocina
Local restaurant tucked in a strip mall that will surprise and delight you. Hand-shaken margaritas paired with great food.
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Tarpon Springs Sponge Docks
Walking the sponge docks of Tarpon Springs feels like you stepped off the plane in Greece. Winding streets, tavernas and bakeries, fluttering flags, and colorful murals surround you. Stop by Hellas Bakery for a sweet treat, visit a sponge shop for a fun souvenir, and plan time for great food.
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Hellas Restaurant & Bakery
Local Greek bakery that is worth waiting in line for. Don't worry it moves quickly, and you can choose from freshly made sweet treats. Get the coconut cake!
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Odyssey Cruises
One-hour-long river cruise exploring the history of Tarpon Springs, local wildlife including manatees and dolphins, and unique houses and icons of the area.
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Dimitri's on the Water- Tarpon Springs, Florida
Flaming cheese is just one of the many reasons to visit Dimitri's. Greek food that tastes like you are sitting in the Plaka district of Athens surrounded by friends, with a view of the water, and amazing service.
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Day 3

Sand Key Beach
A quiet sunrise stroll along Sand Key Beach means soft white sand, a calm Gulf breeze, and hardly another soul in sight. Shells wash up along the shoreline, and if you're lucky, you might spot dolphins cruising just past the surf.
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St. Pete Pier
A stroll along St. Pete Pier means 26 acres of Tampa Bay waterfront to explore, from the marketplace's local vendors to Janet Echelman's massive net sculpture, Bending Arc, billowing overhead. Grab a bite at one of the waterfront restaurants, check out the Tampa Bay Watch Discovery Center, or just take in the skyline views along the water.
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Driftwood Cafe
Casual walkup spot at the head of St. Pete Pier, serving coffee, breakfast sandwiches, and famously massive Cuban sandwiches. Or, just grab an ice cream and settle in at one of the outdoor tables.
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The Hangar Restaurant & Flight Lounge
Watch planes take off and taxi next to the restaurant. The Hangar overlooks Albert Whitted Airport, and the planes roll right below where you're seated. Serving breakfast and lunch with a unique view.
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The Dalí Museum
Step into a surreal world of art that makes you stop and wonder what you are seeing. Dali Alive 360 transports you through Dali's life while you are laying on a beanbag chair in the middle of a large spherical theater
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House of Vegano
Vegan sushi, including vegan caviar, tuna, and salmon served in classic and unique sushi rolls.
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Welcome to St Petersburg Mural
Step into a surreal world of art that makes you stop and wonder what you're seeing. Dalí Alive 360° transports you through Dalí's life while you're lying back in the middle of the Dalí Dome, a massive spherical theater built just for the experience.
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SaltLight ART
Unique artsy boutique with handmade jewelry, thoughtful gifts, crystals, and cute clothes.
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Coastal House Vintage
Cute, coastal house turned into a must-visit boutique, plant shop, and craft space. Make a mermaid brush, grab a cute new piece of jewelry, or find the perfect piece of coastal wall art.
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Capybara Cafe
This isn't your average cafe. It's an animal encounter venue where capybaras sit on couches like royalty, waiting for you to hand-feed them and rub their bellies. Watch out for the goat who is ready to grab every piece of lettuce in the area.
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Crabby's Beachside Pavilion
The oldest beach pavilion in Florida with gorgeous beach views, crab legs wood fired with butter and Old Bay seasoning, and frosty frozen beverages.
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Little Toot Dolphin Adventure - #1 Dolphin Tour in the USA!
The Little Toot is a 40-foot tugboat that creates a big wake dolphins love to jump and play in. This narrated tour explores Clearwater Harbor and the Gulf of Mexico, with the boat's low profile getting you closer to the action than most.
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Day 4

Maggie Mae's Waterfront
Diner classics paired with artful southern sarcasm, a great water view, and fantastic service.
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Whimzeyland
Nicknamed the "Bowling Ball House" for the roughly 800 painted bowling balls scattered around the property, this whimsical, wonderful, slightly wacky immersive art moment will leave you wondering what you've stepped into. SpongeBob makes an appearance, and there are hidden art treasures around every corner.
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Experiences

Three Hour Shelling Cruise to Shell Key Preserve from John's Pass
Cruise out through protected bay waters aboard Hubbard's Marina's HUB Cat 49, then spend about an hour exploring and shelling on Shell Key Preserve. Crew have been known to turn a few finds into shell necklaces on the ride back.
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4 Hour Egmont Key Island Tour With Dolphins & Snorkeling Included
Cruise out to Egmont Key with a crew that's been running these tours for 15+ years, watching for dolphins and manatees along the way. Once there, snorkel the Gulf, wander the island's historic fort ruins, and hunt for shells like conchs and whelks on the beach.
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2-Hour Sunset Cruise Tour in St. Petersburg
Sit back and enjoy this 2-hour sunset cruise from St. Pete Pier out toward the Sunshine Skyway Bridge, with a good chance of spotting dolphins along the way. Bring your own food, and grab wine or beer on board while the sky turns gold over the water.
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