72 Hours in Longboat Key, Florida: Your Quick Getaway Guide
If you’re looking for a quick escape that feels like a world away, Longboat Key, Florida is the perfect destination. Just a short flight into Sarasota-Bradenton International Airport (SRQ), this serene barrier island offers a mix of luxury, charm, and natural beauty, making it ideal for a three-day getaway. Whether you want to lounge by the water, explore local culture, or indulge in fresh coastal cuisine, Longboat Key provides the perfect balance of relaxation and adventure, all within easy reach.
Day 1: Arrive at the St. Regis
After landing at (SRQ), you’re just a short, easy drive from Longboat Key, one of the reasons this destination works so well for a quick trip. Check in, drop your bags, and immediately shift into vacation mode at the St. Regis Longboat Key.
The St. Regis is the standout choice on the island because it delivers a polished, coastal experience without feeling formal or stiff. Spacious rooms, beautiful Gulf views, and attentive service create an effortless sense of arrival. What truly sets this resort apart are the amenities that make it feel like a destination all its own. Spend the afternoon floating along the lazy river, or take part in the Under the Sea snorkeling experience, where you can explore marine life right on property. Few resorts offer this combination of relaxation and interactive experiences in one place.
As the afternoon fades into evening, take a walk along the beach or settle in with a cocktail as the sun sets over the Gulf. There’s no need to rush or overplan on day one, the St. Regis makes it easy to ease into island life and sets the perfect tone for the 72 hours ahead.
Photos courtesy of St. Regis Longboat KeyDay 2: Explore Local Flavors and Historic Gems
Begin the day with breakfast at the St. Regis, where ocean views and an easy pace set the tone for the morning. After breakfast, head out to explore one of the area’s most iconic landmarks, the Ringling Ca’ d’Zan mansion. Once home to John and Mable Ringling, the mansion offers a glimpse into the region’s history through its dramatic architecture, waterfront setting, and beautifully preserved interiors.
Return to the resort in the afternoon to relax by the pool, float along the lazy river, or enjoy some time on the beach. As evening approaches, head to Shore Longboat Key for dinner. Known for its coastal-inspired menu and inviting atmosphere, Shore is the perfect place to unwind after a full day of exploring. It’s a relaxed yet polished dining experience that feels quintessentially Longboat Key and makes for an ideal second-night dinner.
Photos courtesy of Shore and Ca’d’Zan MansionDay 3: Explore Local Favorites
Start with breakfast at the St. Regis, taking in the Gulf views one last time before heading out to explore. After breakfast, make your way to St. Armands Circle, where you’ll find charming boutiques, art galleries, and local shops that are perfect for a leisurely stroll and souvenirs.
For lunch, stop at Whitney’s LBK. Its relaxed atmosphere and convenient location make it an easy midday choice, offering a laid-back yet satisfying meal that fits perfectly into your final day without slowing the pace.
In the afternoon, visit the Big Cat Habitat Conservation and Education Center, home to more than 300 animals across 62 species. It’s an engaging and meaningful experience that adds depth to your Longboat Key stay and offers a unique look at conservation efforts in the area.
As evening approaches, return to the resort to freshen up before heading out for your final dinner at Euphemia Haye. This Longboat Key institution offers an intimate, elevated dining experience that feels like the perfect way to close out your trip. Thoughtful dishes, a warm atmosphere, and a sense of occasion make it a fitting farewell to your 72 hours on the island.
Why Longboat Key Works for a Quick Getaway
Longboat Key is the kind of destination that proves a short trip can still feel deeply restorative. In just 72 hours, you can slow down, explore thoughtfully, and enjoy a mix of beautiful surroundings, memorable meals, and experiences that feel both easy and special. If this itinerary has you dreaming about your own escape, we would love to help plan your next getaway and take care of the details so you can simply enjoy the journey.
