Weekend Guide to Clearwater, FL: Top Things to Do (2026)

Luke C.

February 11, 2026

11min

Clearwater is a laid-back Gulf Coast escape known for sugar-white sand, calm turquoise water, and effortless beach days. A 3-day weekend here focuses on sunshine, coastal dining, and easygoing activities by the water.

Quick Look at Clearwater, FL

What Clearwater is known for

Clearwater has a population of about 117,000 and is best known for its award-winning beaches and Gulf Coast lifestyle. The city’s identity centers on outdoor living, water activities, and fresh seafood, with warm weather most of the year. Calm waters and soft sand make it especially appealing for relaxed coastal trips.

Best time to visit Clearwater

The best time to visit Clearwater is March through May and October through November, when temperatures are usually in the 70s–80s and humidity is lower. Summer brings hotter weather and afternoon storms, while winter offers mild days and fewer crowds. Off-season visits still deliver beach time with a slower pace.

What to bring on a trip to Clearwater

Pack lightweight clothing, flip-flops, and a good pair of walking sandals for beach days. Sunscreen, sunglasses, and a hat are essentials under the Florida sun. A light layer is useful for breezy evenings by the water.

Transportation options in Clearwater

Clearwater is easiest to navigate with a car, especially if you want to explore nearby beaches and parks. Ride-shares are available, and Clearwater Beach itself is walkable once you’re there. Many visitors stay near the beach to minimize driving.

Find weekend flights to TPA (Clearwater) for as low as $69. 

Find weekend flights to TPA (Clearwater) for as low as $69 

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Top Things to Do in Clearwater

We know a short weekend trip means there's not a lot to pack in. That's why we've created a list of the can't-miss sights and activities to experience in Clearwater.

 

 

Best Landmark in Clearwater

Pier 60

Pier 60 is Clearwater’s signature landmark, stretching into the Gulf with wide-open views of the coastline. It’s free to visit and especially popular in the evenings when the sky lights up in color. The pier is a simple, classic spot to feel the rhythm of the beach.

Best Park in Clearwater

Sand Key Park

Sand Key Park offers a quieter, more natural beach experience just south of the main strip. It’s known for wide beaches, nature trails, and excellent sunset views over the Gulf. Locals often recommend it for a calmer afternoon away from crowds.

Best District in Clearwater

Clearwater Beach

Clearwater Beach is the heart of the city, lined with resorts, casual seafood spots, and beachy bars. Spend the day walking the shoreline, then grab grouper sandwiches, frozen drinks, or sunset cocktails nearby. The area feels lively but relaxed, especially after the sun goes down.

Best Museum in Clearwater

Clearwater Marine Aquarium

Clearwater Marine Aquarium is a popular, family-friendly attraction focused on marine rescue and rehabilitation. Visitors can learn about sea turtles, dolphins, and local conservation efforts. It’s an easy indoor stop that adds depth to a beach-heavy weekend.

Best Activity in Clearwater

Watch the sunset celebration at Pier 60

The nightly sunset celebration at Pier 60 is a classic Clearwater experience that brings everyone together. Street performers, local vendors, and live music create a festive but low-key atmosphere. Watching the sun dip into the Gulf here feels like a shared ritual.

For more visitor info, see Clearwater's 

local tourism website.

Where to Eat & Drink in Clearwater

No weekend getaway is complete without incredible local food options. Check out our curated list of the best food and drinks that Clearwater, FL has to offer.

Best Breakfast & Brunch in Clearwater

  • Clear Sky Cafe

    490 Mandalay Ave, Clearwater Beach, FL 33767
    Popular beachfront café known for an extensive breakfast menu. The crab omelet is a standout for its rich seafood flavor and generous portion. Open-air seating makes mornings feel relaxed and coastal.
  • Another Broken Egg Cafe

    470 Poinsettia Ave, Clearwater Beach, FL 33767
    Brunch-focused restaurant serving Southern-inspired breakfast classics. The lobster and brie omelet is especially popular for its indulgent flavor. Bright interiors and steady crowds signal its popularity.
  • Ryan's Island Cafe

    432 S Gulfview Blvd, Clearwater, FL 33767
    Small island-style café offering simple, comforting breakfasts. The breakfast burrito is a favorite for its hearty fillings and value. Casual atmosphere makes it easygoing and local.
  • Best Lunch in Clearwater

  • Frenchy’s Rockaway Grill

    7 Rockaway St, Clearwater Beach, FL 33767
    Clearwater Beach institution serving seafood steps from the sand. The grouper sandwich is iconic for its fresh, flaky fish. Lively crowds and ocean views define the experience.
  • Palm Pavilion Beachside Grill & Bar

    10 Bay Esplanade, Clearwater Beach, FL 33767
    Classic beachfront restaurant known for casual American fare. The fish tacos are popular for their fresh flavor and generous portions. Outdoor seating and live music add charm.
  • Caretta on the Gulf

    2900 Bayport Dr, Clearwater Beach, FL 33767
    Upscale beachfront restaurant offering refined coastal cuisine. The seafood-focused lunch plates stand out for their freshness. Polished service and Gulf views elevate the meal.
  • Best Dinner in Clearwater

  • Columbia Restaurant Sand Key

    1241 Gulf Blvd, Clearwater, FL 33767
    Historic Florida restaurant serving Spanish-Cuban classics. The 1905 Salad is the signature dish for its garlicky dressing and tableside preparation. Elegant setting makes it ideal for dinner.
  • The Black Pearl

    483 Mandalay Ave, Clearwater Beach, FL 33767
    Refined seafood and steak restaurant known for its intimate dining rooms, polished service, and classic coastal elegance. The Black Pearl specializes in fresh Gulf seafood, expertly prepared steaks, and indulgent desserts, making it a top choice in Clearwater for celebratory dinners and special occasions.
  • Island Way Grill

    20 Island Way, Clearwater, FL 33767
    Well-known seafood restaurant overlooking the marina. The stone crab claws are a highlight when in season. Waterfront views and polished menu make it a standout.
  • Best Bars & Breweries in Clearwater

  • Shephard’s Tiki Beach Bar

    619 S Gulfview Blvd, Clearwater Beach, FL 33767
    High-energy beachfront bar known for cocktails and live DJs. The frozen tropical drinks are the main draw on hot afternoons. Open-air setup keeps it lively.
  • Clearwater Brewing Company

    600 Cleveland St, Clearwater, FL 33755
    Local brewery offering small-batch craft beers. The lagers and IPAs are favorites for their easy-drinking profiles. Casual taproom vibe makes it welcoming.
  • Badfins Food + Brew

    215 S Gulfview Blvd, Clearwater Beach, FL 33767
    Relaxed bar with a strong craft beer selection. The rotating taps are the highlight for variety and freshness. Laid-back crowd makes it an easy night stop.
  • Ready for a weekend in Clearwater?

    Clearwater is an ideal 3-day weekend getaway for travelers who want sunshine without stress. With beautiful beaches, simple pleasures, and memorable sunsets, it’s easy to unwind here. The city’s relaxed pace makes every day feel like vacation.

    On Skyweekend, you could find weekend flights to Clearwater (TPA) for as low as $69. Our flights are roundtrip and perfectly-timed for a weekend getaway. Explore flights.