Why This 4-Day Getaway Rocks
Relaxation – From spa days to beaches and remote islands, this getaway is your recharge button
Unique places – Discover small towns with big personalities
Foodie-approved – From Michelin chefs to local favs, it’s all here
Sunsets for days – Four unforgettable sunsets in a row? Yes, please!
Day 1: St. Pete Beach
Sweet Start: Begin your day with flaky croissants and delicious coffee at La Criosette or Cafe Soleil
Treat Yourself: Mid morning spas session at Spa Oceana or Lemon Tree Spa. Prefer to shop? Explore Corey Avenue’s charming shops, or wander 8th Avenue in Pass-a-Grille Beach.
Beach Lunch & Chill Time: Dig into a grouper sandwich and pina colada at Paradise Grille, then spend the afternoon swimming and sunning at Pass-a-Grille Beach.
An Elegant Dinner: Choose dinner at Grace, with a focus on local ingrediants and fresh seafoood, or, for refined cuisine with Spanish flair, make a reservation at Maritana at The Don Cesar.
Beachy Nightcap: Cap off a wonderful day at Jimmy B’s or Undertow Beach Bar, where you can sip a fruity drink and enjoy the soft Gulf breeze.
Day 2: Treasure Island & Madeira Beach
Morning at the Beach: Fuel up with breakfast at Coconut Charlie’s the head to the soft, wide sands of Treasure Island Beach.
Explore John’s Pass Village: Browse the Boardwalk shops for souvenirs and watch the fishing boats come in and out. Then have lunch at Walt’s Fish Shack or The Friendly Fisherman.
Anchors Away: Hop on an afternoon sightseeing cruise, a dolphin tour, pirate ship, or floating tiki.
Dinner by the Water: Wind down with a seafood dinner at Gulf-front Caddy’s Madeira Beach or Mad Beach Cantina.
Sunset Serenade: Just head to the beach. You don’t want to miss this show!
Day 3: Shell Key & Charming Gulfport
Island Escape: Fuel up at Phila Deli in Tierra Verde (order the Big Crunch Wrap), then head to Fort DeSoto Park to catch the 10am shuttle to Shell Key. Soak up natural beauty as you search for seashells.
Explore Gulfport: After your island adventure, have a snack, a shower, and a nap – then explore the charming town of Gulfport. Wander the artsy downtown and visit local shops.
Dinner Out: Have a cozy dinner at Pia’s Trattoria or dine with a view at O’Maddy’s.
Nightcap and Live Music: Hit Gulfport Brewery for craft beer and live music. If you happen to be in town the first Friday or third Saturday, check out the Gulfport Night Market.
Day 4: St. Petersburg
Sunrise Stroll: Watch a golden sunrise over Tampa Bay at Vinoy Park or North Shore Park.
Java with a View: Stop in Patrona Coastal Cafe for coffee by the water or grab and go a latte and pastry from Black Crow Coffee Co.
Museum Morning: Mix and Max to your tastes. The Dali for surrealist art, the Museum of Fine Arts for an expansive collection, or the Museum of History for fascinating local stories. There are ever several glass art museums around town too.
Artsy lunch: Enjoy lunch inside a museum at Cafe Gala in The Dali or Cafe Clementine in the Museum of Fine Arts. For the Museum of History, try Perry’s Porch.
Explore St. Pete’s Coolest Street: On Central Ave., browse local art at Florida CraftArt, shop for glass art at the Morean Glass Studio, and wander through indie boutiques.
Early Dinner, Tapa-Style: Relax with a glass of wine and sample the bold flavors at Allelo, Ceviche, or Lolita’s Wine Market.
An Entertaining Evening: End the night with a mind bending magic show at Zubrick Magic Theatre or catch a concert under the stars at Jannus Live.