Clearwater Beach; boomer travel; best beaches; best sunsets; beautiful sunsets

life after 50, boomer travel, over 50

Glorious sunshine by day and picturesque sunsets at dusk, miles of pearly white sugar sand beaches, clear blue gulf waters, an abundance of restaurants with fresh fish and seafood, and luxurious resorts with gulf coast views — there are so many reasons to fall in love with Clearwater Beach.

It’s easy to see why this Florida spot has won multiple accolades in recent years, including #1 Best Beach in the US and #20 Best Beach in the world by TripAdvisor, plus “Best Beach” recognition from USA Today, Travel Channel, Condé Nast Traveler and Fodor’s Travel Publications.

Clearwater Beach; City of Clearwater; best beach; Florida

I had a chance to soak it all in courtesy of The City Of Clearwater and I’m back to share the details.* My lucky boyfriend L joined me for five fantastic days at the new Wyndham Grand Resort Clearwater Beach, the second biggest hotel on the beach with waterfront vistas and waterside bar and restaurant.

Wyndham Grand Clearwater Hotel; Clearwater Beach; City of Clearwater; best beach; Florida; Florida beaches; gulf coast; boomer travel

Wyndham Grand Clearwater Hotel; Clearwater Beach; City of Clearwater; best beaches; Florida; Florida beaches; boomer travel

It was nice to meet other writers on the FAM trip including Lisa Niver from and Jason Frye from TeaKettle Junction Productions, Inc. (Note: A familiarization trip, known as FAM Trip, is where media are invited to visit a city by the Tourism Board or Visitor Bureau or City Marketing Organization.)

Clearwater Beach; #1 best beach by Tripadvisor; Florida

My new FAM friends and travel mates.

Easy To Travel To
We flew into Tampa International Airport, which is about a 30 – 40 minute ride to Clearwater Beach. (Note there is also a Clearwater/St. Pete airport that services many cities.) There’s free local transportation with, so we didn’t need to rent a car. You just call for a ride and tip the driver afterwards. It was very convenient. There is also Jolley Trolley that runs up and down the beach and coastal route 7 days a week. Plus Uber is available if you need a ride.

The Best Beaches
I had heard that there was something special about Clearwater Beach. The minute we stepped on the sand with our bare feet we smiled. “Ooh, aah, ooh, ahh! This is amazing sand,” I said to L. It felt so good to stroll along the soft sand. My Fitbit quickly hit 10,000 steps. We walked along the water’s edge, the water was warm. It was relaxing, shedding our worries and enjoying our time together.

Clearwater Beach; # 1 TripAdvisor Best Beach USA; Florida; boomer travel

We noticed the beach was very clean and wondered how it is kept so pristine. Darlene Kole, President and CEO of Clearwater Beach Chamber of Commerce told us that “They rake the beach every night. If any sand touches the dirty oils in the street it is taken away, cleaned and brought back to the beach just like new.” (Wish this sand cleaning was practiced at our New Jersey beaches!)

Pier 60 Sugar Sand Festival

Pier 60 Sugar Sand Festival; Clearwater Beach; boomer travel

The sand is so special that each April there is a Sugar Sand Festival where artists create huge sand sculptures. It’s a multi-week extravaganza with concerts, fireworks, sand sculpting classes and more. We were thrilled to be able to participate in the 2017 festivities and especially excited to attend the Sugar Sand & Sunsets Dining Experience, where we sat on chairs and dined at tables made of sand.

Pier 60 Sugar Sand Festival; Clearwater Beach; Florida; boomer travel

This year’s theme was “FantaSEA” A Magical Adventure Above & Below the Sea. Eleven master sculptors took 11 days to build the exhibition. They used 1,000 tons of sand. Once the Festival is over the sand is cleaned and returned to the beach.

Pier 60 Sugar Sand Festival; Clearwater Beach; Florida; boomer travel

BTW, if you want to visit Clearwater during the 2018 Festival it’s not too early to book your vacation. The dates are April 13 – 22, 2018.

Picture-Perfect Sunsets
The Wyndham Grand was within walking distance of Pier 60, where visitors go each evening to take pictures of the sunset. The Pier stretches way out into the Gulf.

Pier 60 Clearwater Beach; Clearwater Beach; best sunsets; boomer travel

“How many sunset pictures are you going to take?” L asked. I think I was up to 40 photos one evening. “It’s so beautiful,” I said wanting to capture each moment as the sun went down over the water. “I wish I had sunsets like this out my windows at home,” I said. “Let’s vacation in Clearwater more often when you retire. I like this place,” I said to L. “I like it too,” he replied.

Clearwater Beach; best beaches; best sunsets; boomer travel

A Foodie’s Delight
In just a few days, L and I managed to consume a wide array of Clearwater’s fantastic food at both fine restaurants and beachside bistros. I ate my share of freshly caught grouper blackened and fried, in salads and sandwiches, as an appetizer or entree. How good was the foodso good, so good. Here’s a rundown for when you visit:

Clear Sky Cafe; Clearwater Beach; foodie; boomer travel

Ocean Hai at the Wyndham Grand is Asian Fusion. The mahimahi wrap with pineapple slaw and homemade potato chips is so good, so good. They also have a wonderful breakfast buffet every morning.

Wyndham Grand Resort Clearwater Beach; Mahi Mahi Wrap; Clearwater Beach; Ocean Hai Restaurant; boomer travel Salty Island Bar & Grill along the Clearwater Promenade is a casual place for lunch or dinner. We ordered Avocado Egg Rolls, Coconut Shrimp and Ahi Tuna Poke as appetizers. I enjoyed Shrimp Tacos for my main course. All so good, so good.

Salty Island Bar and Grill; Shrimp Tacos; Clearwater Beach; Florida foodie; boomer travel CRABBY’S Dockside Bar and Grill on the marina is newly opened after being renovated. There are three floors of dining, with the top floor having excellent sunset views. Fresh caught grouper is on the menu, as is Crabby’s Steamer Bucket of Bairdi crab, known as the best crab available. I enjoyed a grouper sandwich.

CRABBY'S Dockside Bar; Clearwater Beach; Grouper Sandwich; boomer travel Beach Shanty Cafe is a cute place for breakfast or brunch. It’s opposite the Hilton Hotel and a short walk from Pier 60. Our driver suggested it for morning meals. They serve huge mugs of coffee.

Beach Shanty Cafe; Clearwater Beach; Breakfast in Clearwater Beach; boomer travel Palm Pavilion Beachside Bar and Grill is laid back and casual. It’s right on the beach and is known for nightly music and daily sunsets with dinner. The owner Ken recommended Palm Nachos and Wasabi Scallop appetizers and signature dishes — The Palm Grouper Sandwich, The Famous Palm Burger, and El Cubano “Tampa Style.” He said Hurricane Shrimp and BBQ Smoked Ribs are family favorites as well. Guess what I ordered? Blackened Grouper Salad – so good, so good.

Palm Pavilion Beachside Bar and Grill; Shrimp Nachos; Clearwater Beach; boomer travel

Palm Pavilion Beachside Bar and Grill: Blackened Grouper; Clearwater Beach; boomer travel

Barefoot Beach House has yummy ice cream. I went there several times. One afternoon L and I shared a double scoop of Raspberry Truffle and Salted Caramel Pralines – so good, so good. Barefoot is open for breakfast and makes a fine latte and breakfast sandwich too. In addition, they sell nice beach-inspired gift items. 

Barefoot Beach House; Clearwater Beach; ice cream; boomer travel

 Sea Guini at the Opal Sands Hotel is a gorgeous place to dine. We made reservations for dinner and loved our meal. L ordered diver scallops with risotto and I had my first-ever hogfish – so good, so good. (This hotel is worth a visit and has a nice gift shop.)

Sea Guini Restaurant; Opal Sands Hotel; Clearwater Beach; boomer travel

Sea Guini Restaurant; Opal Sands Hotel; Clearwater Beach; Hogfish; boomer travel

Clear Sky Beachside Cafe is so good, so good that I not only went there for lunch with our FAM group but came back for dinner with L on Saturday night. Lunch featured avocado fries, fried shrimp and calamari appetizers. What did I have for my entree? You got it – Nicoise Salad with Blackened Grouper, pickled ginger and seaweed salad – so good, so good.

Clear Sky Beachside Cafe; Clearwater Beach; boomer travel

Clear Sky Cafe; Blackened Grouper; Clearwater Beach; boomer travel

The only grouper I regret not tasting is Grouper Cheeks, which I am told is a delicacy in Clearwater Beach. There’s always next time.

Homeward Bound

Clearwater Beach; best sunsets; best beaches; boomer travelAs we boarded the plane homeward bound, I told L that “Maybe we should celebrate my 60th birthday in Clearwater Beach next January.” “You’ve already mentioned a few other places for your 60th,” L said. “I know but this is truly a special place.” As the Clearwater guidebook says, “It’s guaranteed that by the time you leave, you’ll already be planning your return visit.


Clearwater Marine Aquarium; Clearwater Beach; boomer travel

P.S. – Stay tuned for a future post on other family-friendly activities to do in Clearwater Beach, including my visit to the Clearwater Marine Aquarium, where the rescue Dolphin Winter from the movie Dolphin Tales lives.

*Disclosure of Material Connection: The City of Clearwater sponsored my trip to Clearwater Beach. Regardless, I only recommend products or services I use personally and believe will be good for my readers.