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Plan a Winter Journey to the Florida Keys

HomeFlorida Keys JourneysPlan a Winter Journey to the Florida Keys

As you start planning your upcoming winter journey to Florida, (and your stay in our RentTheKeys winter escapes) you may be wondering if there is enough to keep you busy throughout your stay. A week away can be a very long time in most places, but we can assure that in the Sunshine State, there is so much to do, you may need a few more days just to see it all! Unfortunately, jobs and schools often keep us from the things we love to do most, and you may only have a short three days in which to do everything you have been dreaming about. This guide to your three-day  Florida Keys winter journey will ensure that you hit the highlights and return home with no regrets!

Plan a Winter Journey to the Florida Keys Plan a Winter Journey to the Florida Keys

Day 1: The Florida Landscape Awaits!

When you are champing at the bit to get started on your adventures, you may be tempted to skip the most important meal of the day, but we think when you get your first sniff of the goodies offered from Station 400 at 400 N Lemon Avenue in Sarasota, you will rethink your morning plans! Offering your favorite breakfast dishes served inside a restored trained depot that first opened its doors in the mid-1800s, every bite will be better than the last, and when you walk out the doors at the end of the meal, you will be sufficiently fueled up for what is in store for you next when you travel to the Florida Keys in the winter!

Today you will spend some time on the white sand beaches, perhaps walking along the shoreline, feeling your heart beat with the crash of the waves. Build a sandcastle with your toddler, read a book under an umbrella as the kids play, or get out there and splash in the surf! The water temps tend to stay around 66 degrees, which is a little chilly for us residents, but is perfect for hardier sorts, so go ahead and jump in! If the beach life isn’t something you are quite ready for today, there are quite a few shops and boutiques spread throughout the area, so slip on your flip flops, hand the kids over to the spouse, and prepare to give your credit card a workout! Purchase something unique at The Gallery on Siesta Key, take home a piece of the beach when you purchase a pendant with sand inside it from one of the shops on Anna Maria Island, or go crazy and fill up your nearly empty suitcase with pottery, clothing, or jewelry you have picked up from Artisan’s World Marketplace, located at 128 S Pineapple Avenue in Sarasota!

Day 2: A Peek into the Past

Today is a day dedicated to a peek into the past as you explore the museums that can be found all over the area. Harken back to the days when the circus coming to town was the most exciting thing ever, and visit the former home of John Ringling, otherwise known as Ca’ d’Zan. Offering a glimpse of luxury in a building designed to resemble an Italian palazzo, Ca’ d’Zan also offers a peek at circus life as it is a part of the John and Mabel Ringling Museum! When the hubs starts to tire of checking out classic art masterpieces and velvet sofas, make him happy with a trip to the Sarasota Classic Car Museum, located at 5500 N Tamiami Trail. Featuring sexy classic cars, many of which once belonged to someone famous, this museum appeals to everyone in the family!

Day 3: A Day in the Life of a Foodie

The best vacations offer a taste tour of all the best restaurants, so why not take the last day of your stay to explore all your food options? Start out your day with crab cakes benedict and a mimosa at the Sage Biscuit Café in Bradenton, and when they ask whether you want their signature biscuit or the traditional English muffin, GO FOR THE BISCUIT! You won’t regret it, we promise! The shopping center in which this delicious restaurant also offers a few shops and boutiques, so when the meal is complete, you can walk off the excess calories doing a little shopping until it is time for lunch. Your lunch break is going to take you to Anna Maria Island and the incredibly delicious Daquiri Deck and Raw Bar. Offering fresh seafood dishes and a wall of frozen beverages that will make you forget about your dinner plans, the patio is a popular place to eat in the winter. Also located amidst a host of shops and stores, you can continue your shopping expeditions while waiting to feel hungry again for dinner! Finally, a hearty steak dinner from the Summer House Steak & Seafood on Siesta Key will excite all your senses. Feed your soul when you travel to Florida Keys in the winter as you fill your belly with steak, seafood, and many, many glasses of wine!

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