5 Day Trips from Sarasota, FL

There’s no shortage of things to do in and around Sarasota, FL, but sometimes a short getaway can be the perfect reset. Whether you’re looking for a tranquil beach, a bustling cultural center, or a family-focused adventure, the region surrounding Sarasota offers a wide range of experiences all within a few hours’ drive. These five destinations each offer a distinct change of pace while still keeping you close to home.

Just a short drive from downtown Sarasota, Longboat Key offers a more secluded coastal experience that draws those who prefer quiet elegance over high-traffic tourist scenes. Known for its manicured streets, low-key atmosphere, and picturesque waterfront views, Longboat Key is a wonderful destination for a serene beach day or a romantic waterfront dinner.

Start your visit at Bayfront Park, where you can enjoy a peaceful stroll, a shaded picnic, or some light kayaking along Sarasota Bay. From there, explore the small collection of locally owned boutiques and art galleries before heading to one of the area’s highly regarded restaurants for fresh seafood. Mar Vista Dockside and Euphemia Haye are two local favorites offering views and cuisine to remember.

While Longboat Key is quiet, it still offers opportunities for outdoor enthusiasts. Bike paths line much of the island, and kayaking around the mangroves offers a unique look at local wildlife. It’s an ideal destination for those who want the peace of island life without having to venture far.

Just over an hour north of Sarasota, St. Petersburg combines walkable urban charm with a vibrant arts and culture scene. One of the most popular day trips from Sarasota, FL, St. Pete is a great choice for anyone interested in museums, street murals, or waterfront dining.

A visit to the Salvador Dalí Museum is often at the top of the list for first-time visitors, but the Museum of Fine Arts and the Imagine Museum also offer impressive collections. Downtown’s Central Avenue is the city’s cultural artery, lined with murals, indie coffee shops, vintage stores, and breweries. If you're visiting on a Saturday, the St. Petersburg Saturday Morning Market is an energetic way to start the day.

For waterfront relaxation, head to the St. Pete Pier. The newly renovated space includes walking trails, interactive art, a splash pad, restaurants, and sweeping views of Tampa Bay. As evening approaches, consider catching a sunset from the rooftop of Pier Teaki or enjoying dinner on Beach Drive, where outdoor seating and people-watching go hand in hand.

Less than two hours from Sarasota, Tampa offers a full-day experience packed with family attractions, cultural sites, and a dynamic food scene. It’s the perfect choice if you’re looking for a mix of activities and don’t mind a slightly faster-paced environment.

One of the city’s most beloved attractions is the Tampa Riverwalk, a 2.6-mile stretch along the Hillsborough River that connects parks, museums, and public art installations. Rent bikes or simply walk the route as you stop at key spots like the Tampa Museum of Art, Curtis Hixon Waterfront Park, and Armature Works, a popular food hall and event space with river views.

Families traveling with kids often make a beeline for ZooTampa at Lowry Park or the Florida Aquarium, while adults might opt for a visit to the historic Ybor City neighborhood. Once the cigar capital of the world, Ybor is now a hub for nightlife, history, and Cuban-inspired cuisine. Grab a Cuban sandwich at Columbia Restaurant—Florida’s oldest—and walk through the brick-lined streets for a taste of Tampa’s heritage.

Drive just under two hours south of Sarasota, and you’ll find Naples—a beautiful Gulf Coast city known for its upscale shopping, fine dining, and white-sand beaches. This day trip offers a blend of nature and luxury, making it a favorite for those looking for something both relaxing and refined.

Begin the day with a visit to the Naples Pier, where dolphin sightings are common and sunset views are unbeatable. A walk through the historic Third Street South district introduces you to boutique shops, garden courtyards, and locally owned cafes. Artis—Naples and The Baker Museum provide culture lovers with music, art, and architecture worth the drive.

Nature lovers should consider a detour to the nearby Corkscrew Swamp Sanctuary, home to ancient bald cypress trees and a wide variety of bird species. If shopping is on your agenda, the Waterside Shops and 5th Avenue South both offer a wide range of retail options in beautiful open-air settings.

Finish the day with a sunset dinner at a beachside restaurant. The Turtle Club or Gumbo Limbo are long-time favorites where the food and the view complement each other perfectly.

A bit further inland, about two hours from Sarasota, LEGOLAND Florida Resort in Winter Haven is one of the best day trips for families with young children. This massive theme park is built around everyone’s favorite bricks, and it offers more than 50 rides, shows, and attractions for children ages 2 to 12.

The park is cleverly divided into zones, such as LEGO Kingdoms, Pirate’s Cove, and Imagination Zone, each with rides tailored to specific age groups. Unlike some larger theme parks, LEGOLAND feels manageable in a day, especially if you arrive early and plan your route through the park. Don’t miss the Miniland USA exhibit, where famous American landmarks are recreated in astonishing detail using millions of LEGO bricks.

During warmer months, LEGOLAND’s water park is a welcome bonus. With lazy rivers, tube slides, and wave pools, it’s a great way to beat the Florida heat while still keeping the little ones entertained. The resort also includes themed hotels, but for day-trippers, there’s plenty to enjoy without staying overnight.

Planning day trips from Sarasota, FL, is easier when you have the inside scoop not just on where to go, but where to live between those getaways. Whether you're seeking a permanent home or a seasonal retreat, working with a real estate professional who understands both the lifestyle and the local market is key. With the right guidance, you can enjoy proximity to Florida’s best destinations while having a place you love to come home to. Let Chris Carpenter help you explore the possibilities in and around Sarasota with knowledge, care, and insight that go far beyond the basics.

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