Best Things to Do with Friends in
Clearwater, Florida
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Plan the perfect weekend trip with beaches, a sunset cruise and nightlife.

Sugary white sand beaches and the spectacular Gulf of Mexico make Clearwater a great place for trips of all kinds.

Whether you just need a beach day or a weekend girls' trip, Clearwater Beach offers plenty to see and do in this scenic Florida community near Tampa and St. Petersburg.
Pro Tip: With group travel especially, you’ll want to enlist some help, such as a AAA Travel Agent, who can search around for the best deals and locate accommodations in an area surrounded with food and entertainment options.  
STAY: AAA Four Diamond Hyatt Regency Clearwater Beach Resort & Spa

Day 1
Sunset and Social Time
EAT: The Hyatt is conveniently on Clearwater Beach and the Beach Walk and features trendy SHOR American Seafood Grill on the second floor. Try the pan-seared Florida Grouper, a locally caught seafood option.

Day 1 Evening
PLAY: RockHouse Live Clearwater Beach This lively and rockin' beachside bar features live music and karaoke. The local establishment is next to SpringHill Suites by Marriott Clearwater Beach.

Day 1 Nightlife
DO:
Clearwater Segway Tours – The Segway Adventure – departs Captain Bligh’s Mini Golf.

You'll be ready to roll within minutes.

Day 2 Morning: Fun in the Sun
and Sightseeing
Highlights:
- breathtaking views from Clearwater Memorial Causeway
- historic areas, such as Harbor Oaks

-Clearwater Harbor Marina Yacht and Boat 

- Beach Walk

Segway
2-hour tour
EAT:
Frency's South Beach Cafe is an open-air beachfront restaurant that is a local favorite for food and people-watching. 

Try the the hot-pressed Cuban sandwich, which the menu described as “hands down the best Cuban on the beach!”

Day 2 Afternoon: Outdoor dining
LOUNGE:

The blue-and-white beach
cabanas beckon.

Day 2 Afternoon: R&R
SEE:
How do you roll up extravagant sightseeing, dining and clubbing all in one?

Our answer: A sunset cruise for starters; there were a variety of options for any price point.

Day 2 Evening: Dinner Cruise
If you plan ahead, you can experience the beauty and serenity of Clearwater from a unique perspective with one of these tours. AAA lists several sightseeing cruises, including Calypso Queen Cruises, Captain Memo's Pirate Cruise, Sea Screamer and StarLite Cruises. Click on the link for tours.

SHOP:
Experience Pier 60 and explore the rows of beach umbrellas, where artisans have gathered to show off their creations, ranging from crocheted turtles and manatees to caricatures.

Day 2 Evening :
Pier 60 Sunset Celebration
SEE:
Walk the trails at the bottom of the Clearwater Memorial Causeway. You might see the iconic pirate ship gliding by in Clearwater Bay. 

Day 3 Morning:
Clearwater Memorial Causeway

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