Start from 38 curated places around Clearwater Beach, FL, then choose the recommendations that fit your guests.
Restaurants & cafés
Caretta on the Gulf
Set inside the Sandpearl Resort at the northern end of the beach, this AAA Four-Diamond restaurant delivers serious Gulf seafood in a polished but genuinely welcoming room with direct water views. The kitchen works with local fishermen and the Florida-sourced menu changes with what is running in the Gulf, making it the benchmark for upscale beachfront dining in Clearwater.
SeaGuini
Located inside Opal Sands Resort, SeaGuini pairs Italian technique with Gulf-fresh fish, with the pasta-making station and wood-fired oven visible from the dining room. The approach of sourcing directly from local fishermen means the fish preparations change with what is landed, and the views down the Gulfview strip are among the best dining vantage points on the beach.
Trails & outdoors
Ream Wilson Clearwater Trail
The Ream Wilson connects Clearwater Beach at the Gulf with Safety Harbor on Tampa Bay, running 10 miles one-way through a mix of shaded greenways and causeway sections with views across the water in both directions. It is the most-reviewed trail in Clearwater on AllTrails and sees a wide mix of cyclists, runners, and inline skaters from morning commuters to weekend touring groups.
Honeymoon Island State Park Trail
On a barrier island accessible via the Dunedin Causeway, Honeymoon Island State Park protects over 3 miles of wooded hiking trails and 5 miles of beaches in one of the few undeveloped coastal park settings remaining on this stretch of the Gulf. The Osprey and Pelican Trail through pine flatwoods to the tip of the island is routinely rated the strongest beach hike within the area.
Things to do
Sunsets at Pier 60 Festival
The nightly festival at the Pier 60 pier head is free, consistent, and genuinely local in character - artisan craft vendors sell jewelry, art, and beachwear alongside buskers running the range from escape artists to fire breathers in rotating spontaneous performances. The Gulf sunset serves as the main event and the festival frames it with energy that neither overproduces nor undersells the experience.
Sea Screamer Dolphin Tours
The 73-foot speedboat departs from the Clearwater Beach Marina for an hour-long Gulf run that combines the spectacle of a high-speed boat experience with genuine wild dolphin sightings, and the vessel's size means it handles the Gulf swell comfortably for families and those not accustomed to smaller charter boats. It is regularly cited as a highlight of a Clearwater Beach visit rather than a backup activity.
Landmarks & sights
Clearwater Beach
Consistently ranked among the top Gulf Coast beaches in the country, Clearwater Beach stretches for miles of powder-white sand with warm, calm turquoise water. The beachfront promenade connects beach bars, boat tour operators, and open-air dining all within an easy stroll.
Pier 60
The 1,080-foot pier juts into the Gulf and doubles as the gathering point for the nightly Sunsets at Pier 60 festival, where local craft vendors, street performers, and fire artists set up right on the pier head. During the day it serves as a casual fishing pier with a bait shop and stunning open-water views.