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The sun and warmth of Florida is attractive any time of year you need a getaway. Pack your bags and prepare for fun in the sun, water, and even on land as you check out many of the exciting activities the Florida Keys have to offer. You’ll find plenty of activities and Florida Keys tours to keep you busy throughout your stay.

Happy Paddler Kayak Tours & EcoVentures

Based in Longboat Key and serving the visitors and residents of Anna Maria Island, Longboat Key, Bradenton Beach, and Sarasota, this company offers rentals, lessons, and tours by kayak and stand-up paddleboard. Choose the coastal island tour to kayak around Anna Maria Island and Longboat Key where you’ll spot dolphins, manatees, birds, and all sorts of other marine life. Take a tour of the mangroves at the Robinson Preserve on the mangrove kayak tour and learn about the wildlife and history of the area that includes nearly 700 acres of restored coastal wetlands, tidal salt marsh habitats, and more. For the anglers of the group, they’ll want to check out the kayak fishing tour where they can bring back snook, red drum, spotted sea trout, and other species to grill up for a delicious lunch or dinner. For a romantic evening afloat or a colorful perspective of the area, book one of their sunset tours and watch the sun sink below the horizon.

833-LETS-FLY Air Adventures

Enjoy Anna Maria Island from above! Fly high above Anna Maria Island and the surrounding area with 833-LETS-FLY. The safe and stable open-air cockpit flight vehicle is designated as a “weight-shift-controlled” aircraft by the FFA and is a motorized vehicle evolved from hang gliders. Try the introductory “discovery flight” where you’ll have the opportunity to discover the awesomeness of flying over the beaches in the unique glider for a bird’s eye view. You can even take the controls if you like. Stay on the lookout for dolphins, stingrays, manatees, and sharks swimming the waters below. Choose from a 30- or 60-minute tour, and make sure to add on an HD GOPRO recording of your flight to relive the experience once you get home.

Paradise Boat Tours

The best way to get to know the area you’ve decided to call home for a while is to get out and explore all the nooks and crannies. While exploring on land is easy, by car or on foot or bike, you’ll want to get familiar with the waters of the area too. Based in Bradenton Beach, Paradise Boat Tours offers fully narrated, 90-minute tours of the intercoastal waterways. You’ll want to bring your camera along and keep it ready and your eyes peeled for sea life that many include dolphins, manatees, rays, and more! Plan a private tour for you and your group or you and your sweetheart and pack a picnic, including your favorite alcoholic beverages.

Bradenton Beach Parasailing

Another way to see your chose vacation destination from a bird’s eye view is with a parasailing adventure. Sail high over the water on your airborne adventure with Bradenton Beach Parasailing. You’ll take off from the beautiful waters off of Anna Maria Island and fly high above the waters of the Gulf of Mexico. Dare to look down and spot dolphins, turtles, manatees, stingrays, and other sea life. You can choose to take off and land without getting wet, or when the weather’s warm cool off from the beat of the sun with a little dip in the water before flying back up once again to come down for a safe landing on the boat deck of the specially designed and USGS approved parasailing boat. The harness fits up to three people, so you can go it alone or do your best to convince a couple of your group members to go up with you. Non-participating passengers are welcome if space allows. Ask about age or weight restrictions when booking.

Amazing Experiences on Florida Keys Tours

When you book your fun- and tour-filled getaway to the Florida Keys, you won’t be short on activities and experiences to fill every minute of every day. With so many things to choose from, you’ll find something to do to keep the entire group entertained and happy. When booking accommodations, make sure to choose a beautiful vacation home provided by RentTheKeys. Choose a one-bedroom for your small family or a getaway with your sweetheart, all the way up to six bedrooms for a family or group reunion! Prepare a mouth-watering home-cooked meal in your rental’s fully equipped kitchen. Relax after a long day or take your morning coffee out to a private deck or balcony. Recharge with a nap or a good night’s sleep in your own bedroom or spread out in the spacious living area to read a book or watch a movie. Choose a premium unit for upgrades like stainless steel appliances, double ovens, flat-screen TVs and more.

Contact us to book your stay full of unforgettable Florida Keys tours and experiences today!

A break from school or a surprise getaway, gather the family young and old and head to Florida. The state’s year-round beautiful weather and loads of Florida Keys family activities will keep everyone busy for the entire time you’re here. From playing at the beach to playing indoors, from beachfront to quiet neighborhood accommodations, your perfect vacation is waiting.

Bishop Museum of Science and Nature

Florida is brimming with some of nature’s best. From the beautiful scenery of the Gulf coast to inland lakes, from wildlife that lives on land to the wildlife that lives in the waters, there’s a lot to learn about Florida’s unique ecosystem. Bring the family for some fun –and a little learning –to the Bishop Museum of Science and Nature, formerly known as the South Florida Museum. With permanent exhibits as well as a variety of rotating exhibits, no two visits will ever be the same! Visit the manatee habitat where you can learn about manatee rehabilitation and meet the manatees or visit the newly remodeled planetarium for a show.

Anna Maria Island Historical Museum

Take some time to learn about where you’ve chosen to stay. The Anna Maria Island Historical Museum is loaded with history and treasures from the locale’s past. Visit the old city jail, now an Anna Maria tourist spot but previously the actual city jail that was in use until the 1940s. Learn about Hollywood movies shot in the area, like Palmetto and The Perfect Storm, and even early life on the island dating all the way back to evidence of Native American cultures in 700 AD.


An island vacation without a visit to its beaches, no matter the time of year, is virtually unheard of. Pack up the family and your beach gear and make the short trip to the sand. Take a dip in the vibrant waters of the Gulf of Mexico or watch the kids play in the waves while you work on your tan. Whether you choose one of our rentals on the mainland or surround yourself with water, the many area beaches are a top priority for any family getaway.

Gator Mike’s Family Fun Park

Enjoy your family fun indoors or outdoors at the same location. Gator Mike’s Family Fun Park in Cape Coral includes outdoor attractions like mini-golf, go-karts, a rope and zipline course, batting cages and more. Keep the fun indoors and visit the arcade, zombie-themed escape room, and a snack bar or bar & grill restaurant to satisfy the hunger brought on by all the activity.

The Fish Hole Mini Golf

If you couldn’t get enough mini-golf fun at Gator Mike’s, or your accommodations are on Anna Maria Island, check out The Fish Hole mini golf. The establishment features two 18-hole courses with décor like a shipwreck, old fashioned water wheel, and even a koi pond where you can feed the fish and turtles that call the waters home.

Bicycle Rentals

Like on many islands, there are several places that a motor vehicle go. Gather the family and explore the many walking and bike trails that let you see the sights of the Florida Keys that aren’t accessible by car. You will find a bike to fit the needs of each family member. You can rent single-seat bikes with or without gears (also known as cruisers), tricycles for added balance and basket space, a bicycle built for two, and even children’s bikes or adult bikes with baby seats. Many companies provide complimentary locks and baskets with your bike rental. Ask about safety gear like lights and helmets, and perks like delivery to your accommodations.

Fun Florida Keys Family Activities

When you and the family book a getaway with Rent The Keys, you won’t be short on fun, family-friendly activities to fill your time. From spending the day at the sand to spending the day lounging in your vacation rental, you’ll be able to build a family getaway that is uniquely yours. Relax and unwind in a private vacation rental after a fun-filled day. Enjoy a one-bedroom for your small family, all the way up to six bedrooms for a family reunion. We have single-family homes for extra privacy. For even more privacy and peace of mind, book a rental with a private garage. Make a family meal in your unit’s fully equipped kitchen, many with stainless steel appliances. Enjoy the meal in the large living/dining areas in many rentals, or in a private outdoor space. At the end of the day, relax in a private bedroom, or gather the family, pop some popcorn, and watch your favorite family movie. Choose a premium unit for perks like a fireplace, double ovens, flat-screen TVs, private pool –some are even screened in for added protection from the hot Florida sun. Include the whole family by inquiring about select rentals that allow your fur babies to stay.
Contact us today to book your family fun Florida getaway!