10 Best Things to Do After Dinner in Clearwater

Clearwater’s coastal waters are dotted with islands and rich in biodiversity, which makes them an excellent location to discover via a cruise. Board your cruise on Clearwater Beach Island while the sun goes down and prepare for a fascinating encounter with bottlenose dolphins. During the 2-hour cruise, you’ll be roaming around Clearwater Bay and the Gulf of Mexico, while the sun sinks into the horizon.

Some cruises include a complimentary glass of champagne for adults and a soft drink for kids. You can even order an unlimited drinks package and have a blast with like-minded travellers.  

Sandbar on Clearwater Beach Island is a great place for drinks and sunset views. The casual pub offers seating space right next to the Gulf of Mexico and is a fantastic spot to experience the last light of the day. To propose a toast with your friends and family, pick from an extensive menu with unique cocktails, craft beers, and wines.

Sandbar dishes out snacks to go along with the drinks, such as nachos, chicken wings, and tacos, while families will be pleased with the extensive kids' menu.

Pier 60 is a fishing jetty that’s very popular for after-dinner activities on Clearwater Beach Island. Not only is this wharf a splendid place to whip out your fishing rod, but it's also a stage for street performers at night. Enjoy live music and magic tricks while the sun sets into the Gulf of Mexico.

For a leisurely fishing session, buy your bait from the Pier60 Bait House. Pier 60 provides entertainment of all ages, as it also has a playground for the little ones.

Shephard’s Tiki Beach Bar & Grill delivers when it comes to post-dinner merriment, whether you’re down for an after-dinner snack or live music performances. This venue has lots of outdoor seating space, overlooking both Clearwater Bay and the Gulf of Mexico. Sit down for a couple of tropical drinks, including the bar’s creatively named cocktails and frozen beverages that match the balmy nights in West Florida.

The musical ambience is different each time, as reggae bands, singer-songwriters, and dance music DJs often taking the stage. Shephard’s Tiki Beach Bar & Grill is one of the finest places in Clearwater to combine a fun night out with stellar sunset views.

Sand Key Park has all the ingredients for a relaxing night in Clearwater. The 95-acre reserve lies on the northern tip of the Sand Key peninsula, just 5 miles west of central Clearwater. Unwind in one of the designated picnic areas or take an after-dinner stroll on the picturesque Sand Key Beach. 

While you explore Sand Key Park, keep an eye out for the different species of birds that reside here, such as pelicans and herons. The park is a dog-friendly, so your 4-legged friends can join the fun too.

Xtreme Fun Center is an indoor entertainment hall in Largo, about 6.6 miles south of downtown Clearwater. There are numerous cool games to choose from – challenge your companions with a round of laser tag, test your baseball skills in the batting cage, and delve into engaging plays in the arcade hall.

Xtreme Fun Center has heaps of machines, including car racing, virtual reality games, and air hockey tables. You can extend your night out in the game hall by buying more credits at the token machine.

The Nancy and David Bilheimer Capitol Theatre – formerly the Royal Theatre – has been an icon of culture and entertainment in Clearwater for decades. Founded in 1921, the theatre’s main hall functions as both a concert hall and a cinema that screens classic movies. The auditorium, which can host up to 750 people, is often the stage for well-known bands and singer-songwriters. 

The Nancy and David Bilheimer Capitol Theatre even offers dinner packages, which lets you sit down for a show straight after a satisfying evening meal. After a performance, the rooftop bar is an inviting hangout spot to talk through the experiences of the night with a drink.

The Shipwreck Bar is the oldest pub on Clearwater Beach Island, having been around since 1976. Once you’ve walked past the pirates welcoming you at the entrance, you can sit down at the long-stretch bar for an ice-cold beer or cocktail.

The nautical-themed bar provides darts boards, pool tables, and jukeboxes for you to sing along to classic tunes. The Shipwreck Bar often hosts live DJs and musicians, further elevating its lively atmosphere.

The Brown Boxer is a sports bar and grill with 2 branches on Clearwater Beach Island. Both are the epicentre of entertainment, providing arcade game machines, daily musical performances, and a billiard table.

The Brown Boxer on North Beach is very popular with locals, serving up a range of mains and snacks along with mixed drinks and beers on tap. You can watch the twilight from the semi-outdoor patio or tune in to the latest sports events inside the bar.