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The warmth and sun of Florida is an attraction any time of year. 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 area has to offer. While the weather may be perfect for the majority of your trip, you’ll want to prepare some activities for times when the weather doesn’t cooperate with your beach and outdoor schedule. There are many “rainy day” activities in Siesta Key to enjoy and pass the time when the weather is gloomy.

Siesta Key Village Shops

Touring a town is a great way to get to know its nooks and crannies as well as the locals. When the sun isn’t shining, that doesn’t mean that the exploration needs to stop, just take it indoors! The charming shops and restaurants found in Siesta Key Village will give you hours of fun, browsing, window shopping, and delicious food to keep your mind off of the pitter-patter of rain outside. You’ll score some great island-themed décor, clothing, and accessories to put on display once you get home and turn your home into an island getaway.

Siesta Key Wine Bar

An activity made especially for the adults of the group is a visit to Siesta Key Wine Bar. The self-billed “home for wine lovers,” the establishment at the north end of Siesta Key Village includes a tasting bar and sitting areas for you to enjoy a glass of terrific wine. The wine bar features local Florida wines, as well as reds, whites, and “bubbles” from across the globe. Visit the wine shop to take home your favorites or arrange to have your favorites shipped to your home. Keep in mind there is limited ability to ship to certain locales and yours may not be available.

Spa Day

While your outdoor relaxation plans may be canceled, that doesn’t mean the relaxation can’t take place indoors. Book yourself some time for rest, relaxation, and rejuvenation at a local spa. Choose from treatments like a mani/pedi, massage, body wrap, facial, and more. Staff will help you create a package just for you so you can fully relax your mind, body, and spirit. Some establishments may offer salon services, so you can get a new cut or style to go with your relaxed mood. Ask about treatments designed especially for the men of the group who need a recharge.

Relaxing Rental

You don’t need to go out on the town for a good time, indoors or out, rain or shine. You can always choose to relax around your Rent Siesta Key vacation rental home. Many rentals include books, a movie library, board games, puzzles, and other indoor activities to keep you busy. Staying right where you are can be just as engaging as a day out touring the town. If you have any personal favorite games from home, make sure they make the packing list so you can enjoy those, too, if the mood strikes.

Dining

Lift your spirits as the rain falls with a meal out on the town. There are many restaurants on Siesta Key that will satisfy any hunger or thirst you may have. From a casual lunch or dinner to a special date or celebration, you’ll find something delicious to fit the mood.

Sarasota

If the rain insists on lasting another day, or you’ve worn out all the things to do on-island, take a trip to the mainland for some fun. Sarasota is full of fun, with activities like museums, escape rooms, and aquariums, you’ll find something to do to battle the gloom and continue to enjoy your Florida getaway, no matter what the weather is like.

Rainy Day Fun Activities in Siesta Key

When you book your fun-filled getaway to Siesta Key, you won’t be short on activities to fill every minute of every day, even when the sun isn’t shining. With plenty of activities in Siesta Key to choose from, you’ll find something to do to keep the entire group entertained and happy without the sun. Spend some time in your accommodations if you don’t feel like going out. From 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 with everyone, you’ll find something by Rent Siesta Key to fit your vacation needs and style.

Instead of getting wet when heading out to eat, stay warm and dry and prepare a delicious home-cooked meal in your rental’s fully equipped kitchen. Recharge with a nap or a good night’s sleep in a private bedroom or spread out in the spacious living area to read a book or watch a movie. Indulge yourself in a premium unit for perks and upgrades like stainless steel appliances, double ovens, flat-screen TVs and much more.

Contact us now to book your stay full of all-weather memories!

The warmth and sun of Florida is a major attraction any time of year. Lounging in the sun or splashing around in the water of the Gulf of Mexico is a fun and relaxing way to while away the time on a Florida getaway, but you’ll want to make sure to experience some of the Siesta Key tours and activities the area has to offer. Pack your bags and prepare for fun in the sun, water, and even on land as you check out many of the exciting activities there are to do and see.

Trolley

If you’re unsure of where to start with the Siesta Key tours and experiencing everything Siesta Key has to offer, hop on the trolley. Save the gas in your rental car for an off-island trip and conserve your own energy for the fun you’ll have at your chosen destination when you take the Siesta Breeze Trolley. Experience fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between. Hop on and off as you spot a new place to go explore.

Dolphin Cruise

Head down to Siesta Key Marina and you’ll see the many charter boats and cruises that aim to give you a special experience on the waters surrounding Siesta Key. Fishing excursions, snorkeling or scuba, and more are available for thrill- and adventure-seekers. For something a little less adrenaline-pumping, choose a dolphin cruise. Of course, you can ‘ooh’ and ‘aah’ at dolphins and other marine wildlife safely from the shores of Siesta Key. An up-close look from a chartered tour boat will give you new appreciation for these majestic mammals. You’ll see more than dolphins! Keep your eyes open and your camera ready to capture glimpses of manatees, rays, and even whales at certain times of year. Any of these beautiful sea creatures might even come near the boat to swim alongside!

Parasailing

Gain a whole new perspective on where you’ve chosen to spend your time of relaxation and sail high over the water with Parasail Siesta. You’ll take off from the deck of their specially designed and USCG-approved parasailing boat to fly high above the waters of the Gulf of Mexico. Reach heights up to 500 feet in the air! Keep watch on the water from your bird’s eye view for dolphins, turtles, manatees, stingrays, and other sea life. You can choose to stay dry throughout the flight or wear your bathing suit for a refreshing dip in the water before flying up again to come down safely on the deck. Bring your waterproof or disposable camera to capture the memories from your in-flight perspective. Parasail Siesta takes several professional digital camera pictures of your flight from the boat’s perspective and will provide you with a memory card at the end of the trip so you can develop your pictures at a later time. Rides are approximately 15 minutes of air time, but the whole excursion duration depends on the number of fliers.

Sunset Electric Bike Tour

Renting a beach cruiser or mountain bike from a bicycle rental company on the island is a great way to get around and add a little daily exercise to your vacation plans. Take a sunset ride to wind down for the evening. For a unique experience, trade that ‘regular’ bicycle for an electric bike! Endless Summer Eco Tours and Rentals offers a sunset electric bike tour of Siesta Key. The bikes have five-level pedal assist and on-demand throttle so you can give yourself as much or as little of a workout as you want as you ride along the shores of Siesta Key past Siesta Beach and Siesta Key Village to Patriot’s Point. Stop and view the flag-lowering ceremony conducted nightly by a local resident. Call out the name of a loved one in the armed forces and hear a bugle rendition of taps. After the ceremony, turn around and head back to the starting point. Book a private tour for your group or join others for a small-group public tour. All skill levels are welcome.

Experiences on Siesta Key Tours

When you book your fun- and tour-filled getaway to Siesta Key, you won’t be hard-pressed to find something to fill every minute of every day while you’re here. Fuel up for the day or bring the group together with a delicious home-cooked meal prepared in your unit’s fully equipped kitchen. When the day is done, relax in a private bedroom, or spread out in the open living area for a game, movie, or TV show. When you’re not at the beach, enjoy some outdoor time on a private patio or balcony. Choose a premium unit for stainless steel appliances, double ovens, flat-screen TVs, and more. Rent Siesta Key has a rental to fit your needs, from one-bedroom units for your small family or romantic getaway all the way up to six-bedrooms for a reunion with friends or family.

Contact us today to book your getaway and make memories to last a lifetime!

The year-round Florida sun and warmth makes it an ideal destination any time of year. Heading there in early summer means getting some of the best of it, so as spring turns toward summer and the heat steadily rises, those looking for a break before the high point of summer vacation season will enjoy an early summer getaway to Siesta Key. Gather your friends and family and pack your bags for a fun and exciting vacation. Then set your sights on the keys and the many fun and unique offerings you’ll find there that will have you building a vacation that keeps everyone happy and busy and provides memories to last a lifetime.

Paddleboard Lessons

A major part of an island vacation is the sun, sand, and water. Spend some time on the water getting to know a popular water sport. Stand up paddleboarding is an activity the entire group can enjoy. If you’ve never done it before, a lesson with Siesta Key Paddleboards is in order. They offer 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.

Beaches

If your paddleboard lesson didn’t give you enough time in the sun, sand, and water of Siesta Key, a day – or several – at the beach is bound to make up for it. Pack your beach gear and make the short trip to the beach for some much-needed R&R. Swim in the shimmering waves of the Gulf, stretch out to work on your tan, help the kids of the group build sandcastles.

Snorkeling

There are plenty of beach gear rental companies that have the necessities of snorkeling on hand if you want to strike out on your own to explore the underwater world surrounding Siesta Key. A good starting point for your self-guided tour is Point of Rocks, where you’ll find numerous tide pools, moss-covered rocks, and sea life in an easily navigable area that’s only five feet deep. If you’d rather take a tour or trip, Key Life Charters offers an experience like no other. You can even bring your own snacks, including adult beverages. Customize your experience – choose a day of snorkeling, or add on fun like area sightseeing, dolphin and wildlife spotting, and more.

Bicycle Rentals

Park the car at your accommodations and gather the group for some exercise and a different way to explore Siesta Key. There are many walking and biking trails that take you to the nooks and crannies of Siesta Key where your motor vehicle just can’t fit. Many rental companies offer an array of options, from single-seat bikes with or without gears, adult-size tricycles for added basket space and balance, romantic bicycles built for two, children’s bikes, and adult bikes outfitted with baby seats. Make sure to ask about locks, extra baskets, and safety gear like lights and helmets, and even perks like delivery to your accommodations.

Trolley

After you’ve walked or biked your way during summer in Siesta Key, hop on the trolley for a different type of transportation. Save the gas in your rental car for an off-island trip and conserve your own energy for the fun you’ll have at your destination when you take the Siesta Breeze Trolley. Experience fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between.

Early Summer in Siesta Key

When you book a getaway with Rent Siesta Key, you won’t be short on fun activities to fill your time while you’re here. From spending the day lounging in the sun at the beach to spending the day lounging in your rental, you’ll be able to design a getaway that is uniquely yours with memories to last a lifetime. Relax and unwind in a private rental after a fun-filled day with your group. Enjoy a 1-bedroom for your small family, all the way up to 6 bedrooms for a larger group or reunion. For more privacy, choose a single-family home with garage. If you don’t want to go out, make a group 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 group for a TV show or 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 everyone by asking about select rentals that allow your fur babies to stay.

Contact us today to book your early summer Florida getaway in Siesta Key!

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.

Beaches

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.

Fishing

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.

Trolley

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!