Diamond Isle Travel Guide
Tourist Guide
Visit Diamond Isle
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.
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
Nothing says holiday like spending a care-free day in St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.
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.
Upham Beach
St. Pete beaches are popular, but it’s often challenging to find sand in the area without a hotel in the background. Try this location for a hotel-free beach day.
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
StarLite Majesty Evening Yacht Cruise Clearwater
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
Our pick of the best Diamond Isle Hotel Deals
The Westin Tampa Bay
"Good"
Reviewed on 9 June 2026
Wyndham Grand Clearwater Beach
"Unfortunately, this was not the experience I expected. The hotel was not very accommodating, and despite arriving within the expected check-in timeframe, I had to wait until the last minute to receive my room. Communication regarding room readiness was poor and made the start of the trip unnecessarily ..."
Reviewed on 11 June 2026
Hilton Clearwater Beach Resort & Spa
RumFish Beach at TradeWinds
"Room was dated, dirty. Wanted a late checkout and staff refused amenities are nice, but cleanliness was an issue, pools and pool bathrooms were dirty"
Reviewed on 11 June 2026
Opal Sands Resort
"Beach view and access were great. Also close to all activities. Spa was also great!!"
Reviewed on 10 June 2026
Grand Hyatt Tampa Bay
"Great place"
Reviewed on 10 June 2026
Our guide on where to stay in Diamond Isle
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.
