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Family Vacation

Day 1: Beach Day & Dolphin Excursion

Breakfast at Sandpearl (9am – 10:15am) Wake up, get your tribe dressed and a large tote bag packed with all the beach necessities. (See our

April 15, 2021 9:08 pm

Family Vacation

Day 2: Clearwater Marine Aquarium & Dunedin

OK first things first. Are you early risers? Then you want to stick with Option 1. If you prefer to sleep in, jump straight to

April 15, 2021 9:06 pm

Family Vacation

Day 3: Watersports & Honeymoon Island

Breakfast at Salt Cracker Fish Camp (8:30am – 9:45am) Wake up and get dressed for a day on the water. Make sure to pack your

April 15, 2021 9:04 pm

Family Vacation

Day 4: Day-Trip to Busch Gardens Tampa

Preparing for your wild Busch Gardens Tampa adventure Busch Gardens Tampa Bay somehow often gets overlooked in favor of the Orlando parks, but if your

April 15, 2021 9:00 pm

Family Vacation

Day 5: St. Pete Museums & Pier

Tuck into Breakfast at Ryan’s Island Cafe (8am – 9:15am) Pack your trusty tote bag with some snack bars and bottled water for today’s schedule.

April 15, 2021 9:23 pm

Family Vacation

Day 6: Tampa Bay eBoat Ride & Aquarium

Breakfast at Datz (9am) Tampa is on the agenda for today, about a 45-minute ride from Clearwater Beach. Bring some swimsuits and towels, which might

April 15, 2021 9:21 pm

Family Vacation

Day 7: The Pinellas Trail by bike

Breakfast at Clear Sky Draught Haus (9am) Pack your bags with some water bottles / beverages of choice, as you’ll might work up a little

April 15, 2021 9:19 pm

Girls walking on North Clearwater Beach Florida US

Girls' Trip

Day 1: North Beach Day & Cocktail Bar crawl

No matter if you are set on beach-bumming, culture-buffing, nature hiking, spa pampering or all-you-can-eat and drink buffet cruising downing frosty umbrella drinks to your

April 15, 2021 8:42 pm

Girls' Trip

Day 2: South Beach Day, Sunset Cruise & Shephards

Breakfast at Another Broken Egg (8:30 – 9:30am) Another Broken Egg is a local favorite with a great breakfast selection and hair of the dog

April 15, 2021 8:39 pm

Girls' Trip

Day 3: Pool Chill + Dunedin Day & Night

Hotel breakfast and pool chill (10 – 2pm) After last night, you may want to have a later start today for understandable reasons. We hear

April 15, 2021 8:37 pm

Girls' Trip

Day 4: St. Pete Day & Night

After all that beach-bumming the time is nigh to inject a cool cosmopolitan vibe into your vacay. Next stop: St. Pete! You can haul an

April 15, 2021 8:24 pm

Girls' Trip

Day 5: Half-Day Spa & Tarpon Springs

You’re in for a well-earned treat today. No girls’ trip be complete without some pampering, and we’ve got two great spas for you to choose

July 6, 2021 8:35 pm

Girls' Trip

Day 6: Day-Trip to Weeki Wachee Springs

A day out paddling at Weeki Wachee Springs is the perfect way to spend a day off the booze and to recuperate a bit. The

July 6, 2021 8:34 pm

Girls' Trip

Day 7: Pinellas Trail & Honeymoon Island

Today is a day for exploration and to enjoy the beautiful natural surroundings of the Pinellas Trail and oasis-like Honeymoon Island, both something of national

July 6, 2021 7:44 pm

Guys' Trip

Day 1: Clearwater Beach Day & Shephards Night Out

Breakfast at Ryan’s Island Cafe (10 – 11:30am) The beach is calling your name today. Depending on when your crew got in last night, you’ll

April 15, 2021 8:06 pm

Guys' Trip

Day 2: Dunedin Day & Night

Today we’ll combine a bit of optional exercise with some serious craft brew sampling, exploring Dunedin’s Beermuda Triangle. Beer lovers rejoice! Morning round at Dunedin

April 15, 2021 8:04 pm

Guys' Trip

Day 3: Tampa Day & Night

Breakfast at Rusty Pelican in Tampa (11 – 12:45pm) It goes without saying that Tampa has a solid brunch offering, some tried and tested hotspots

April 15, 2021 7:59 pm

Guys' Trip

Day 4: Deep Sea Fishing Trip & Pub Night

Breakfast at Clear Sky Cafe (10:30 – 12 pm) Now, it may seem a little cruel with a fishing trip right after your night out

April 15, 2021 7:57 pm

Guys' Trip

Day 5: St Pete Day & Night

Brunch at Maple Street Biscuit Company (11:00 – 1:00pm) Aim for a late breakfast/brunch in St Pete today, you’ve earned it. The Maple Street Biscuit

July 4, 2021 9:52 am

Guys' Trip

Day 6: Weeki Wachee Springs Paddle-tour

A day out paddling at Weeki Wachee Springs is the perfect way to spend a day off the booze and to recuperate a bit. The

July 4, 2021 9:54 am

Guys' Trip

Day 7: Skeet Shooting & Tarpon Springs

Breakfast at your favorite CWB brekkie place (8:30 – 10am) Return to your breakfast place of choice today, as it is your last day. Then

July 3, 2021 10:25 am

Couples Getaway

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

April 13, 2021 10:40 pm

Couples Getaway

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

April 13, 2021 8:04 pm

Couples Getaway

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

April 13, 2021 10:26 pm

Couples Getaway

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

April 13, 2021 10:32 pm

Couples Getaway

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

April 13, 2021 10:34 pm

Couples Getaway

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

April 13, 2021 10:37 pm

Couples Getaway

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 –

April 13, 2021 10:56 pm

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Being a Tourist is Great!

Life on our laid-back island paradise revolves around water, and we’ve got the most awe-inspiring sunsets you’ll ever witness. We’ve compiled the best vacation itineraries for every type of traveler, packed with local gems. So you can experience Clearwater Beach like a local!

Top Local Experiences

Things to do & See

Museums & Galleries

Local Breweries

Top Attractions

Water Activities

Fishing Charters

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