Birds on Longboat Key beach

boomer travel blogger

“Let’s go to Sarasota this winter,” I said to my boyfriend L as we began to plan our annual January vacation to Flo-ree-da. We had wanted to check out this part of the gulf coast of Florida for a while. Several friends who had visited Sarasota had good things to say about this popular destination for post 50 travelers. Since we were already going to St. Pete, we tacked on a few extra days and headed south. It ended up being a fabulous first time visit to Sarasota. Ooh, ooh, ooh, I can’t wait to tell you all about it.

Longboat Key Beach

There are miles of beautiful beaches on Longboat Key in Sarasota

A quick ride from St. Pete

The drive from St. Pete Beach to Sarasota is only about 45 minutes, quicker than we thought. We rented a modern bungalow in Gillespie Park, one of the five districts of downtown. It had more space than we needed but we liked the location. This section of town is within walking distance of central downtown shops and restaurants and it’s only a short drive to tourist attractions and beaches. It’s an eclectic area with cute homes and pretty gardens. It reminded me of Venice Beach, California.

Gillespie Park Bungalow in Sarasota

We rented a renovated bungalow in the downtown district of Gillespie Park

A growing retreat for retirees

We had a chance to meet with Britney, the communications and content manager for Visit Sarasota. She told us that January through April brings an influx of visitors to Sarasota. She said that 60 percent of the population is 50+.  “What’s unique is the quality of retirees. Former CEOs retire in Sarasota County,” said Britney. “We have more than 2200 non-profits here ranging in fields from animal care, to child and health care and more. Many of the retirees are active on these non-profit boards.”

Downtown street in Sarasota

Downtown Sarasota has many shops and restaurants

“We’re a big city with a small town feel,” said Britney. We could tell that the city of Sarasota is a growing metropolis — both for the 50+ population and the 40 percent under 50 — with all the building going on, especially around downtown. “We have nine new hotels here,” said Britney.

What makes Sarasota so appealing

While we munched on yummy fried green tomatoes and other appetizers at Boca Sarasota, Britney explained what makes Sarasota so appealing:

♥ A vibrant downtown: Between Main Street, Lemon Street and Orange Avenue you’ll find a wide selection of restaurants and shops. There’s a Farmers Market every Saturday from 9:00 a.m. to 2:00 p.m. We also liked the large Whole Foods Market for breakfast and takeout meals.

Sarasota Farmers Market

Sugarbells are a popular item at the Farmers Market

♥ St. Armands Circle: Separated from the mainland by Sarasota Bay is St. Armands Circle, an island shopping center. The circle is a nice place to walk around during the day or evening. With fine shops and restaurants, it’s a great place to go window shopping or dine. The tropical greenery and historic statues add to the ambiance. The only challenge at the Circle is finding parking. However, I just learned that a brand new garage opened in late April 2019 on St. Armands Circle, so no more worries about parking.

St. Armands Circle in Sarasota

Sts Armands Circle is a nice place for window shopping and fine dining.(Photo courtesy of

♥ Beautiful beaches: There are six islands that line the gulf coast of Sarasota. We visited two, Longboat Key, which is at the northern end with 12 miles of shoreline, and Caspersen Beach in Venice (there’s a Venice in Florida too) where there is a boardwalk. Longboat Key has some private beach areas and is mostly residential with big homes and high rise condos. There’s just one small strip mall with a few shops.We wanted to dine at The Lazy Lobster but it wasn’t open for lunch the day we visited.

Birds on Longboat Key beach

Longboat Key has miles of beaches

Venice was about a 20 minute ride. We had brunch at the Upper Crust Cafe & Bakery in the historic downtown and after a nice walk scoping out the shops, we went for a walk on the beach and then to the pier for bird watching.

We missed visiting Lido Key, Casey Key and Siesta Key beaches. According to Visit Sarasota, Siesta Key is “widely regarded as one of the best beaches in the world.” Britney said that Travelocity and Doctor Beach awarded Siesta Key as “best beach for 2017.”

♥ Cultural and historic attractions: One of the reasons I like vacations to places like St. Pete and Sarasota versus a Caribbean island, is that there are so many cultural and historic attractions to visit. Sarasota has art museums and galleries, opera and an orchestra, 12 theatres, performing arts venues and an aquarium.

Circus post from The Ringling Museum in Sarasota

There are all kinds of circus memorabilia at The Ringling

Sarasota is home to the Ringling Museum of Art. Remember Ringling, Barnum & Bailey Circus from your youth? John Ringling and his wife Mable moved to Sarasota in 1911 and built an art museum in 1920. When they died they left the entire campus to Florida. Now it includes a Circus Museum and Rose Garden. Ooh, ooh, ooh, there’s so much to share that I’m going wait to tell you all about my tour of the Circus Museum in a future blog post.

♥ Gorgeous gardens: If you like orchids, you’ll want to visit Selby Botanical Gardens. It has incredible horticultural displays and is a leader in the botanical world of epiphytes, these are plants that grow attached to trees. The rainforest at the Gardens is really cool. And if you like meditative and mindful walks, this is an awesome place to stroll and relax.  However, if you like roses, I recommend Mable’s Rose Garden at The Ringling where the Ringling Museum is located.

Selby Gardens

It’s nice to take a mindful walk around Selby Gardens

♥ Good eats: We ate at some top-notch restaurants and cafes during our stay including seafood at Shore, authentic Italian at Sardinia, and Greek food at Blu Kouzina. It’s easy to see why Sarasota was named one of the Best Food Cities in the U.S. by Conde Nast Traveler Readers’ Choice Awards in 2016.

Shore restaurant crab lobster cobb salad

Shore restaurant is known for its Crab Lobster Cobb Salad

More enticing activities to experience in Sarasota

There is so much more to see and do in Sarasota, especially in the great outdoors —  kayaking, paddle boarding, hiking trails, and more. I wished I could have gone on one of the walking tours through downtown’s historic districts as well.  Guess I’m just going to have to schedule another trip to Sarasota. As you can see, I’m a first-time Sarasota fan and highly recommend it for a long-weekend getaway or extended vacation.

life is good at the beach chairs

Life is Good At The Beach — love these pillows

Ooh, ooh, ooh, we’re going to have to visit Sarasota again next year,” I said to my boyfriend L. “We need to start planning now for our 2020 visit to Flo-ree-da. Only next time we’ll go a little later in January or February. That’s when the direct flights kick in from Philadelphia to SRQ airport.” Britney said that now there are new direct fights to Sarasota Bradenton airport from Philadelphia. Frontier flies from Philadelphia to Sarasota from January 12 to September 9. (Note: We went from Tampa airport, which really isn’t that far a ride.)

Stay tuned. I’ll be sharing my Sarasota foodie adventures and my tour of the Circus Museum soon.


*Disclosure of Material Connection: I received a complimentary Official Sarasota County VIP Pass to visit cultural venues in Sarasota during my stay.  Regardless, I only recommend products or services I use personally and believe will be good for my readers.