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Experiences

Day 1: Clearwater Beach Day & Shephards Night Out

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 make it for a late breakfast at Ryan’s Island Cafe. Ryan’s is technically “newer” to the beach, but is actually one of the better breakfast spots around and has garnered glowing online reviews. This locally owned café is a must-visit on your trip. Everything is excellent on the menu, honestly. Choose from the Morning Monster, Belt Breaker and Boss Stacked pancakes – wash it all down with a mimosa, and you’re all set!

Beach day and watersport action (11:30 – 3pm)

Stroll over to the beach with a full belly and set up camp near Hilton. There she is. The Gulf of Mexico. Now depending on your vibe you’ve got a variety of water sports to choose from up and down the beach, and over at BouYah you can rent them all in one place. Jet skis start from  $80, or you can all get on a banana boat (fitting 6) from $25 / per person. If you prefer a slower pace, kayak and paddle boards are also available here.

And if you’d like to get a totally different perspective on it all, nothing quite beats the thrill and tranquility of parasailing! Prices start from $80 / per person with 1, 2 or 3-person flights available if you don’t want to do it alone.

Lounge on the beach in between activities and work up a bit of tan. Whenever you’re feeling thirsty, you’ve got Hilton’s tiki bar and Jimmy Hula’s along the beach for topping up during the day.

Late lunch at Pearly’s Beach Eats (3 – 4:30pm)  

Channel the quintessential Key West-vibe over at Pearly’s Beach Eats, which is another beloved Gulf-grub joint, and just a short walk away on the corner of Papaya Street and Poinsettia Avenue. Sample a baja bowl, gnarly nachos or a Big Sur burger, and you’ll hold nicely until dinner time. Head back home, shower up and head back out again to Jimmy’s Crow’s Nest to catch some spectacular sunset views. 

Sunset drinks at Jimmy’s Crow’s Nest (6:30 – 8:30pm)

Arrive at Jimmy’s Crow’s Nest in time for sunset to be sure to get a free sunset shot, as the pink-sherbet sky caresses the horizon. This can turn into quite the spot to mingle with other travelers and slurp on mule’s from around the world, cruzan punch buckets, or any of Jimmy’s creative signature drinks. 

Dinner at Badfins + Brew (8:30 – 10pm)

One of the best casual places to eat on Clearwater Beach (especially on the weekend) is Badfins Food + Brew. They’ve got a tasty seafood and Mexican menu that will satisfy anyone’s taste buds, coupled with an impressive variety of local beers (so you can get in on some craft brew action). Expect a great ambience and some of the best live music in the area.

Party the night away at Shephards (10pm – late)

Ask anyone, and they’ll tell you Shephards is the place to be on the weekends. The resort houses the poolside Tiki Beach Bar & Grill, a tequila bar, tap room, and the infamous Wave Night Club. You’re in for an epic night fueled by EDM DJs, indecently priced Malibu buckets and slashed Champagne prices.

 

Have Sun
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madisonavenue
madisonavenue
14. January, 2021.
Relax a little Wonderful way to relax and enjoy the sun, surf and sand. The air is clean and fresh and people seem nice!
The Bis
The Bis
13. January, 2021.
Clearwater memories Super nice beach, I personally like to stay by Pier 60. Totally worth spending the day at the beach. Parking right at pier 60 by hour, or valet park at the hotels off Cornado (Hyatt, Springhill, and Residence Inn for less than $20 for day) You literally walk across to beach and Pier 60 area is right there. Many shops off the beach area that are worth browsing as well as local bars and restaurants Easy to get to , straight shot from Tampa airport, over the bridge and your there!
Nat C
Nat C
7. January, 2021.
Worth the parking wait What a gorgeous beach. Powder white sand. Plenty of space. Nice waves. Parking is a challenge. Parking is sporadic and hard to find.
Prizzis
Prizzis
7. January, 2021.
Endless beach An immense, wide beach where you can walk for hours or even days. It is lined with the dense row of big hotels, though.
Teresa K
Teresa K
4. January, 2021.
Clearwater Beach Beach was very nice. If you don’t have your own chairs you can rent some. There’s a lot of seagulls around . Be careful if you want to eat chips or anything they will surround you. Besides that you will be satisfied with the area.
Michael R
Michael R
3. January, 2021.
Very nice place First time here and i must say this is a very nice beach, i have no complaints and anyone planning to come to clearwater should definitely do so. I highly recommend ????
circlemfarms
circlemfarms
3. January, 2021.
Nice!! Simple review.. Crowded so show up early to park and get a spot.. But very worth at least a day or two of any vacation! Clean.. have to give Clearwater credit.. it was super clean!!
OKY M
OKY M
2. January, 2021.
Plage ???? tres belles ! La Plage est facile d’accès et très belle ! Le sable blanc magnifique! C est une grande plage idéale avec les enfants
Sandrinna8
Sandrinna8
1. January, 2021.
Clearwater beach review The sand is super soft it does not stick to the skin the water is very clear and cold the beach is very clean and organized.