Old Southeast Travel Guide
St. Petersburg - Clearwater
Popular places to visit

John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

St. Petersburg - Clearwater Beaches
Nothing says holiday like spending a care-free day in St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.

Clearwater Beach
Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Vinoy Park
While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Fort De Soto Park
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Salvador Dali Museum
Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.
Things to do

Madeira Beach: Pirate Adventure Cruise

Calypso Breeze Tropical Party Buffet Cruise

Pirate Adventure Cruise - John's Pass

Dolphin Watching Nature Cruise and Eco Tour from Hubbard's Marina in John's Pass

StarLite Sapphire Evening Yacht St. Pete Beach

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
Top hotels in Old Southeast

RumFish Beach at TradeWinds
Clean room nice upgrade
Reviewed on 9 Mar 2026

Island Grand at TradeWinds
Good for a little family getaway. The hotel is dated. The food was good. The beach was pristine.
Reviewed on 9 Mar 2026

Ramada by Wyndham Tampa Westshore Airport South
Good Location!! Friendly staff, Good Breakfast!
Reviewed on 10 Mar 2026

SkyBeach Resort
Lovely resort! Nice pools and lots of activities- pickleball, volleyball, kayaks and SUPs. Sky Bar is cute and lively. Luma has fabulous food - a bit pricey but worth it. Beach is on the bay so no beach walking. Great location - close to St Pete Beach and downtown St. Petersburg.We’d love to come ...
Reviewed on 9 Mar 2026

Compass Hotel by Margaritaville Anna Maria Sound
The pool was amazing and the happy hour was a fun time every day. The breakfast was the best ever! Would totally stay here again!
Reviewed on 9 Mar 2026

Sailport Waterfront Suites
Wasn't what was advertised. Also had an issue with someone going in my room while i was gone and issue NEVER resolved. Everyone i talked to kept trying to guess what happened and said let them investigate and get back with me NEVER heard anything
Reviewed on 9 Mar 2026
Other neighbourhoods around Old Southeast

Downtown St. Petersburg
Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Palladium Theater.

Historic Old Northeast
While visiting Historic Old Northeast, you might make a stop by sights like Renaissance Vinoy Golf Club and Vinoy Park Beach.

Isla del Sol
Isla del Sol might not have many top sights, but Gulfport Beach and Boca Ciega Bay Aquatic Preserve are two attractions nearby that you can check out.

South Pasadena
You'll enjoy the restaurants and seafood restaurants in South Pasadena. You might want to make time for a stop at Corey Ave or Pasadena Shopping Center.

Belle Vista
If you're spending some time in Belle Vista, St. Petersburg - Clearwater Beaches and Pass-a-Grille Beach are top sights worth seeing.

Don Cesar
Don Cesar might not have many top sights, but Splash Island Water Park and Pass-a-Grille Beach are two attractions nearby that you can check out.
