With its sugar-white sand, turquoise waters, and vibrant beachfront scene, Clearwater Beach is the perfect Florida escape, whether you’re looking for relaxation, adventure, or a little bit of both. In just 48 hours, you can wake up to Gulf views, sip cocktails at a rooftop bar, take a sunset dolphin cruise, and indulge in some of the best seafood on the coast—all without straying too far from the beach.
From luxury resorts to laid-back cafés and action-packed attractions, here’s how to make the most of your two-day getaway in paradise.
Where to stay: Wake up to Gulf views
Start your Clearwater Beach adventure the right way—by checking into a hotel where every morning begins with a breathtaking view of the Gulf. Visit St. Pete Clearwater offers direct booking opportunities on its site if you’re looking to book the perfect Gulf Coast vacation.
For a sophisticated beachfront retreat, the JW Marriott Clearwater Beach Resort & Spa (691 S Gulfview Blvd) offers plush bedding, private balconies, and an 11th-floor pool overlooking the coastline. If you’re traveling with family or a group, their spacious Residences come with a kitchenette and a washer/dryer—perfect for longer stays. Grab a sunset cocktail at The Deep End, their rooftop restaurant, before leaving for a night on the town.
If you prefer a modern, coastal-chic vibe, Opal Sands Resort (430 S Gulfview Blvd) is another prime spot right on the beach. Each contemporary, glass-walled room boasts stunning waterfront views, and the on-site spa, hot tub, and beachfront pool make it easy to unwind after a day in the sun. Want to keep things lively? Walk the promenade right outside the resort, where you’ll find island-style shops, beach bars, and plenty of people-watching opportunities.
No matter where you stay, you’ll be just steps from the beach—and that’s exactly where the fun begins.
Day 1: Sun, sand & sunset celebrations
Mornings in Clearwater Beach call for coffee with a view, and Blessed Cup (483 Mandalay Ave) is a great first stop. This cozy, welcoming café serves up smooth lattes and fresh-baked pastries, making it the perfect place to fuel up before a beach day.
After breakfast, head to Clearwater Marine Aquarium (249 Windward Passage), a must-visit attraction for animal lovers. More than just an aquarium, this marine rescue center is dedicated to rehabilitating and releasing injured sea life. Here, you can get up close with dolphins, sea turtles, otters, and more.
Then, it’s time to hit the water—and there’s no better way to start than with a dolphin-spotting cruise. Little Toot Dolphin Adventures (25 Causeway Blvd, Slip No. 48) is a must-do, offering a fun and intimate way to see Clearwater’s famous dolphins jump in the boat’s wake. Since Little Toot’s smaller size allows it to get closer to the action, it’s a favorite among families and wildlife lovers alike.
Once back on shore, grab a laid-back, beachy lunch at Frenchy’s Rockaway Grill (7 Rockaway St), a Clearwater icon. Their famous grouper sandwich, rum runners, and open-air seating make it the ultimate spot to kick back and soak up the Gulf vibes.
Sunset like a local
As golden hour approaches, there’s only one place to be—Pier 60 (1 Causeway Blvd). Every evening, this bustling pier transforms into a lively festival of street performers, artisan vendors, and live music, all leading up to the main event: a postcard-worthy sunset over the Gulf. If you visit in April, you might even catch the Pier 60 Sugar Sand Festival, a 17-day showcase of mind-blowing sand sculptures crafted from Clearwater’s signature sugar sand.
For a classic dining experience in Clearwater Beach, Heilman’s Beachcomber Restaurant (447 Mandalay Ave) is a must-visit. Known for its old Florida charm, this iconic spot offers a menu brimming with fresh seafood, fried chicken, and other hearty favorites. Just steps away from the beach, it’s an ideal place to unwind and enjoy a delicious meal after a day in the sun. The relaxed atmosphere is enhanced by live piano music, making for a memorable evening out in Clearwater Beach.
Seeking a dreamy nightcap? Take things up a notch with a visit to Jimmy’s Crow’s Nest (101 Coronado Dr), an elevated rooftop bar known for its unbeatable sunset views and tropical cocktails. Order a Coconut Margarita, snap some golden-hour pics, and toast to your first night in paradise.
Day 2: Adventure & local flavors
Start your second day with a fresh-brewed coffee and homemade pastry at Caffeinated Bakery CWB (55 Baymont), a small but mighty spot known for its house-roasted coffee and locally sourced treats. Their croissants, muffins, and breakfast sandwiches are perfect for grabbing on the go.
After breakfast, take a scenic ride on the Clearwater Beach Ferry to explore beyond the shoreline. This stress-free alternative to driving offers a relaxing way to take in the Intracoastal Waterway, and if you’re lucky, you might even spot a pod of dolphins along the way.
Now, it’s time for a pirate adventure! Captain Memo’s Pirate Cruise (25 Causeway Blvd, Slip No. 3) is a family-friendly favorite, complete with treasure hunts, pirate tales, and interactive games for kids. While the little ones stay entertained, parents can relax on the adults-only deck, sipping complimentary drinks and taking in the views.
For lunch, stop by Badfins Food & Brew (215 S. Gulfview Blvd), a dog-friendly hotspot serving up Baja-style tacos, fresh seafood, and an impressive craft beer selection. Their Baja Fish Tacos and ice-cold local brews are just what you need to cool off after a morning on the water.
Relax & recharge at Coachman Park
After an action-packed morning, slow things down with a visit to Coachman Park (300 Cleveland St). This beautifully designed waterfront space offers walking trails, scenic green spaces, and one of Clearwater’s best live music venues, The BayCare Sound. Whether you’re looking to unwind by the water or catch an outdoor concert, this spot is perfect for an afternoon break.
End your Clearwater Beach getaway with a Mediterranean-inspired dinner at Mio’s Mediterranean (1261 Gulf Blvd), a hidden gem serving up fresh seafood, mezze platters, and flavorful grilled kebabs. Pair your meal with a glass of crisp white wine, and savor your last night in paradise.
But don’t call it a night just yet—head to Bilheimer Capitol Theatre (405 Cleveland St) for a top-tier live performance. This renowned performing arts venue hosts an impressive lineup of concerts, comedy acts, and cultural events. With its intimate setting and world-class acoustics, it’s the perfect way to cap off your 48 hours in Clearwater Beach with a touch of entertainment and elegance.
Plan Your Perfect 48 Hours in Clearwater Beach
From luxury stays and beachside eats to sunset celebrations and on-the-water adventures, Clearwater Beach offers the ultimate mix of relaxation and excitement. Whether you’re looking for a laid-back weekend or a jam-packed itinerary, this coastal paradise has something for every kind of traveler.
See more things to do in Clearwater Beach on Visit St. Pete-Clearwater’s website.
ADVERTISEMENT
