Best Restaurants that are Worth The Drive in Anna Maria Island

Cafe Gabbiano is our go-to restaurant on Siesta Key. Tucked away in the corner of a shopping area, we’re always greeted by friendly staff who always seat us at our before our reserved time. Our waitstaff has always been friendly, attentive and a pleasure to speak with. They have a large selection of wine, and the bartenders serve excellent mixed drinks. The selections of appetizers, to salads, entrees, to deserts provides an experience for even picking eaters (like our kids). We’ve tried many of their selections and while we have our favorites, we’ve never experienced a bad meal. My favorite, bruschetta for an appetizer, truffle ravioli for the main course and a chocolate martini for the closer.

We had a party of 4 for Girls Christmas Brunch. 2 had been before and 2 it was our first visit for Sunday Brunch. The ambiance was great as the Christmas decor was beautiful, there was a girl singing live Christmas music and they Grinch was there for photos and visiting the tables. The food was outstanding and the selection was perfect! We sat outside which was beautiful but a bit chilly until the sun reached us more. The espresso martinis were lovely as always and the service was wonderful! We can’t wait to go back!

We were seated right on time at our reservation. We were greeted warmly by our server Joanie and she gave us time to look at the menu after telling us about the specials for the evening. The ambience was very nice people dressed up a bit more due to the Christmas holidays. The noise level was low to medium, which allowed for a good conversation. I had the special for the night for the Casio de Pepe and a good glass of quilted Cabernet. I’ve been there before and they’re happy hours are awesome as well. We’ll be back !!!

My husband and I dined at The Black Pearl tonight for their Christmas special, and it was truly one of the most exceptional culinary experiences we’ve ever had. We’ve previously had a three-Michelin-star experience in Mexico (2022), and this evening rivaled, if not matched, that level of excellence. Every detail was extraordinary—the food was exquisite, with each course perfectly crafted to delight the senses. The palate cleansers were a delightful and refreshing touch, enhancing the flow of the meal beautifully. We opted for the seven-course holiday special with the wine pairing, and it was worth every penny. The wine pairing was simply impeccable, a flawless 10/10, with each selection complementing the dishes perfectly. This was not just a meal; it was an unforgettable culinary journey. We’re already counting down the days until our return for our wedding anniversary at the end of January. I can’t wait to relive this incredible experience.

We had a fantastic lunch at The Library. The food was great, but the service and ambiance was over the top! I highly recommend visiting The Library if you are anywhere near this location and I will definitely visit again!! Our server was so professional and accomodating, but with a down to earth personality as well! Top notch!!