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 top-notch restaurants.

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.

St. Petersburg - Clearwater Beaches
Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

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.

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.

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.
Activities

Sunset Celebration Cruise on Tropics Boat Tours

Little Toot Dolphin Adventure at Clearwater Beach

Pirate Adventure Cruise - John's Pass

StarLite Majesty Evening Yacht Cruise Clearwater

Dolphin Racer Speedboat Adventure

Calypso Breeze Tropical Party Buffet Cruise
Our pick of the best Historic Uptown Hotel Deals

Wyndham Grand Clearwater Beach
Great location and beautiful hotel the only thing is that the bartenders as well as the restaurant servers are “in no hurry” it takes some time to get served. If you don’t get your chair around the pool by 9am you can’t get one, ppl put their towels on them and walk away for breakfast. Also the hotel ...
Reviewed on 23 Mar 2026

RumFish Beach at TradeWinds
Clean rooms, very nice staff, great dining options
Reviewed on 24 Mar 2026

Hotel Tampa Riverwalk
Pool side bar staff were rude
Reviewed on 24 Mar 2026

Hilton Clearwater Beach Resort & Spa
Staff was friendly and helpful. My room was spotless. The hotel was clean, although elevators and doors could use some windex. Loved the pool and of course the beach was gorgeous and steps from the hotel.
Reviewed on 25 Mar 2026

SkyBeach Resort
Was decent. Pools were good seating average.
Reviewed on 25 Mar 2026

Ramada by Wyndham Tampa Westshore Airport South
Wifi was good. Room was clean. Staff friendly and helpful on phone. Location 5 minutes from the airport. Some nearby restaurants. Decent value for the money.
Reviewed on 24 Mar 2026
Other neighbourhoods around Historic Uptown

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.

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.

Causeway Isles
Though Causeway Isles may not have many top sights, you can venture to the surrounding area to see attractions like St. Petersburg Municipal Beach at Treasure Island and Sunset 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.

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

Paradise Island
If you're spending some time in Paradise Island, Treasure Island Golf, Tennis & Recreation Center and Treasure Bay Golf and Tennis are top sights worth seeing.
