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Whether the kids are on a break from school or it’s a surprise getaway, you’ll want to gather the family young and old and head to Florida and enjoy Siesta Key activities. The state’s year-round beautiful weather and many family activities to choose from will keep everyone busy for the entire time you’re here. From playing in the water or on it, to exploring every inch of the island, your perfect vacation is waiting.

Paddleboard Lessons

Take your family vacation at a warmer time of year and enjoy water sports that require getting a little more than just your feet wet. Stand up paddleboarding is a popular water activity for the whole family. If you’ve never done it before, a lesson may be in order first. Siesta Key Paddleboards offers paddleboard rentals as well as daily lessons at Turtle Beach Park. Once you’re confident in your skills, book a guided tour of various waters around the island, both Sarasota Bay-side and Gulf-side.


An island vacation without a visit to its beaches, no matter the time of year, is always a must. Pack up the family and your beach gear and make the short trip to the sand. Dive into the beautiful waters of the Gulf of Mexico or watch the kids play in the waves or build sandcastles while you work on your tan.


There are several companies on the mainland that charter fishing tours but check out Siesta Key Fishing Charters for a company that knows the waters of Siesta Key best. All of their charters are family-friendly, and they welcome anglers of all ages and abilities. They have inshore, nearshore, and offshore adventures, with trips from four to eight hours. Ask about Florida fishing license needs when calling to book.

Dolphin Cruise

You might be able to spot dolphins and other marine wildlife from shore, but nothing beats an up-close view. Visit Siesta Key Marina and choose from any one of their charter tours, many with family-friendly atmospheres that welcome children and adults of all ages. Spot dolphins, manatees, and even whales at certain times of the year as they come near the boat to swim alongside.

Bicycle Rentals

Leave the car at your accommodations, gather the family, and head out for some exercise and to explore the many walking and bike trails that let bring you up close to the sights of the Florida Keys that aren’t accessible by car. Many rental companies are available and will have 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. Ask about locks and extra baskets as well as safety gear like lights and helmets, and even perks like delivery to your accommodations.


There are several ways to get around Siesta Key. Pile in the car and drive around, hunting for a parking spot at your chosen destination, biking or walking to get to the nooks and crannies where cars can’t go, or saving energy –yours and your rental car’s –by taking the Siesta Breeze Trolley. It offers free round-trip service from Siesta Key Village all the way to the southernmost part of the island, and many places in between.

Family Fun Siesta Key Activities

When you and the family book a getaway with Rent SiestaKey, you won’t be short on fun, family-friendly activities to fill your time. From spending the day lounging at the beach to spending the day lounging in your vacation rental, you’ll be able to build a family getaway that is uniquely yours with memories to last a lifetime. Relax and unwind in a private vacation rental after a fun-filled day with the whole family. Enjoy a one-bedroom for your small family, all the way up to six bedrooms for a large family or family reunion. For more privacy, choose a single-family home. Many rentals include private garages. If you don’t want to go out, make a family meal in your unit’s fully equipped kitchen, which may include stainless steel, high-end appliances. Enjoy the meal in the dining area, or in a private outdoor space like a patio or balcony. At the end of the day, relax in a private bedroom, or gather the family, pop some popcorn, or grab some snacks and watch your favorite family movie. Opt for a premium unit which may include perks like a fireplace, double ovens, flat-screen TVs, private pool –some even screened in for added protection from the hot Florida sun. Include the whole family by asking about select rentals that allow your fur babies to stay.
Contact us today to book your family fun Florida getaway on Siesta Key!