Historic Uptown Travel Guide
Tourist Guide
Visit Historic Uptown
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 lively bars.
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
Nothing says holiday like spending a care-free day in Clearwater Beach, a popular beach in Clearwater Beach. Wander the clear-water beaches or discover the area's beautiful sunsets.
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.
Pass-a-Grille Beach
Why not spend a lazy afternoon at Pass-a-Grille Beach during your trip to St. Pete Beach? Wander the beautiful beaches in this romantic area.
Activities
Sunset Celebration Cruise on Tropics Boat Tours
Pirate Adventure Cruise - John's Pass
Little Toot Dolphin Adventure at Clearwater Beach
2 Hour Sunset Cruise in Clearwater, Florida
Suncoast Sailing's Sunset Sailing Experience!
StarLite Majesty Evening Yacht Cruise Clearwater
Our pick of the best Historic Uptown Hotel Deals
Wyndham Grand Clearwater Beach
"As always … great stay at this hotel. Been here many times. Great location. I would like for the hotel to consider upgrade on dresser furniture in the room. My only suggestion."
Reviewed on 23 June 2026
Hilton Clearwater Beach Resort & Spa
"The water in the shower never got past warm and the sink for shaving as well. Not worth the money paid. The doors to the balcony would not lock. If you aren't a guest at a hotel good luck finding a place to park anywhere. There are better places to stay in Florida"
Reviewed on 23 June 2026
RumFish Beach at TradeWinds
"I took my granddaughter and her friend to RumFish. We loved it. From the pools, beach access, restaurants, s’mores at night…the list goes on. So many things to do, we never got bored Although the rooms seem a bit outdated, they are clean and nice. Fine when you have sloppy teenage girls along. We ..."
Reviewed on 23 June 2026
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
"Nice place"
Reviewed on 22 June 2026
Hyatt Regency Clearwater Beach Resort and Suites
"Perfect place"
Reviewed on 23 June 2026
Island Grand at TradeWinds
"Not enough elevators... It sounds minor but it's hot in Florida and waiting through 5 elevator cycles to get on an elevator with your luggage is not fun. The elevators are always busy. We've been to this hotel 3 times and this will be our last visit. The hotel is old, the new company that bought ..."
Reviewed on 23 June 2026
Check Historic Uptown hotel availability
Our guide on where to stay in Historic Uptown
Pass-a-Grille
Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to St. Petersburg - Clearwater Beaches or Gulf Beaches Historical Museum.
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.
Sand Key
If you're spending some time in Sand Key, St. Petersburg - Clearwater Beaches and Belleair Beach are top sights worth seeing.
Sunset Beach
Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like St. Petersburg - Clearwater Beaches and Sunset Beach.
Don Cesar
Don Cesar might not have many top sights, but Gulf Beaches Historical Museum and Splash Island Water Park are two attractions nearby that you can check out.
