“COVID-19” Travel Updates


Day 1: Beach Day & Sunset Cruise

Breakfast at Clear Sky Cafe (9am – 10:30am)  Ahhh.. Nothing eases you into Gulf-vacay mode like a salty breezy while sipping on a prickly Bloody Mary. (Or, you can opt for a mimosa if you’re feeling fruity.) At Clear Sky you can choose from either, along with a huge selection of scrumptious breakfast fare. The … Read more

Day 2: Sightseeing Tour & Dunedin Brews

Brunch at Another Broken Egg – (10 – 11:30am) You may want to have a little lie in today, depending on how late it got last night. Another Broken Egg on Poinsettia Ave is a local favorite and a great brunch tip if you are more of a late riser. Try the lobster and brie … Read more

Day 3: Honeymoon Island & Caladesi Island-hop

We pride ourselves on our award-winning state parks – think white swathes of sugar sand beaches and aquamarine water. And while Honeymoon Island and Caladesi Island both deserve a full day each for maximum exploration, we’ve included an optional island-hop for you so you can tick off both in one day if you want!  Overview … Read more

Day 4: St Petersburg Museums & Murals

After all that beach-bumming, the time is nigh to inject your vacay with a cool cosmopolitan vibe. Next stop: St. Pete! Haul an Uber or Lyft, or grab your car for the 40-minute ride to downtown. It is brimming with superb restaurants, bars, boutiques, galleries, museums and local breweries with street art almost everywhere you … Read more

Day 5: The Southern Beaches

Let’s set one thing straight. Clearwater Beach is amazing on its own, make no mistake. You can spend a whole week just on our little island paradise and be spoiled with pristine beach conditions, top-notch drinking and dining, shopping, water activities and evening entertainment to your heart’s content. Nevertheless, for those of you who tend … Read more

Day 6: Tarpon Springs & Shephards Night Out

The picturesque Greek enclave Tarpon Springs is easily one of the best day-trips from Clearwater Beach, and it quite literally transports you to Greece without even having to set a foot on a plane!   Grab breakfast and take the trolley to Tarpon Springs (9:30 – 11am) Depending on how late it got last night, grab … Read more

Day 7: Weeki Wachee Springs Day-Trip

A day out paddling at Weeki Wachee Springs is the perfect way to cap off your week. The dazzling crystal-clear water is perfectly tempered – a steady 72–74 °F – all year round, which is refreshing on hot summer days and warm during the colder season – and a sure-fire post-Shephards cure! Depending on the … Read more