πŸŽ„ Christmas in the Florida Keys: Sun, Sea & a Little Island Magic πŸŽ„

Dreaming of a Christmas without shoveling snow, scraping windshields, or wearing six layers just to grab the mail? Welcome to Christmas in the Florida Keys, where the palm trees sparkle, the sunsets show off, and Santa may arrive by boat instead of sleigh. πŸŽ…πŸŒ΄

The Keys don’t do ordinary holidaysβ€”we do them island-style. Here’s what makes Christmas week down here so special (and why smart travelers start booking early πŸ‘€).

πŸŽ… Boat Parades & Harbor Lights & Conch Tour Trains

Christmas boat parades are a BIG deal in the Keys. Locals deck out their boats with lights, inflatable Santas, and full-on island flair, then cruise through the harbors after dark. It’s festive, quirky, and very β€œonly in the Keys.” Bring a cocktail, grab a dockside seat, and enjoy the show.

Hop on the Conch Tour Train and go caroling through the streets of Key West to see all of the lights and decorations on our tiny little island.

🎢 Live Music, Everywhere

From laid-back acoustic sets to full bands playing holiday tunes with a tropical twist, live music is part of the daily rhythm here. Bars, marinas, restaurantsβ€”you’ll hear everything from Jimmy Buffett vibes to reggae-Christmas mashups you didn’t know you needed.

🎁 Holiday Shopping (Keys-Style)

Skip the mall madness. Christmas shopping in the Keys means art walks, pop-up markets, handmade gifts, coastal dΓ©cor, and one-of-a-kind finds. You’ll leave with gifts that actually have stories attachedβ€”and probably a little something for yourself (because island rules).

πŸ–οΈ Beach Days in December (Yes, Really)

While the rest of the country is bundled up, we’re enjoying sunshine, gentle breezes, and temps that scream flip-flops encouraged. Christmas Day might include a morning walk on the beach, afternoon boating, and sunset cocktails. Ugly sweaters optional.

🍽️ Festive Dining Without the Stress

Many local restaurants serve special holiday menusβ€”fresh seafood, tropical sides, and seasonal cocktailsβ€”so you can enjoy Christmas dinner without cooking for a crowd. Or cook at your rental and eat outside. Because… December al fresco dining? Yes please.

πŸŽ„ A Holiday That Feels Like a Vacation

That’s the real magic of Christmas in the Florida Keys. It still feels festiveβ€”but also relaxed. No rushing. No freezing. Just sunshine, salt air, and time well spent with the people you love. You will find me out in the kayak paddling around the bay on Christmas day. As a bonus our sunsets and sunrises are truly amazing this time of the year.

πŸƒβ€β™€οΈ Holiday 5Ks & Festive Fitness Fun

If your idea of holiday cheer includes sneakers, a little sparkle, and earning that extra slice of pie, the Florida Keys deliver in a big way.

Throughout December, you’ll find festive 5Ks and fun runs like Running with the Elves, holiday charity races, and themed runs where costumes are encouraged (elf hats, ugly sweaters, tutusβ€”no judgment, only applause). These events draw locals and visitors alike and are all about fun over finish times… though the scenery alone might make you PR without trying.

Picture this:
βœ” Running at sunrise with palm trees instead of pine trees
βœ” Holiday music playing instead of sleigh bells
βœ” Post-race snacks enjoyed in shorts, not parkas

Many of these races support local charities and community organizations, so you’re burning calories and doing good. Whether you’re a seasoned runner, a casual jogger, or a β€œwalk-it-for-the-t-shirt” participant, there’s a spot for you on the starting line.

And yesβ€”spectators are welcome, especially the kind holding coffee or mimosas at the finish line. β˜•πŸ₯‚

πŸ“… Thinking About Christmas Next Year? Start Now.


Holiday and winter-season vacation rentals book FAST in the Florida Keys. Click here to browse our rentals.

Prime propertiesβ€”especially waterfront homes, pool homes, and larger family-friendly rentalsβ€”are often reserved months (sometimes a year) in advance. If Christmas 2026 (or winter season in general) is on your wish list, now is absolutely the time to start planning.

Early booking =
βœ” Best selection
βœ” Better locations
βœ” Less stress
βœ” More margaritas later 🍹

🎁 Ready to Put a Little Paradise Under the Tree?

Whether you’re dreaming of a cozy canal-front retreat, a boating-friendly home, or a place where Christmas morning includes palm trees and sunshine, I can help you find the perfect Keys escape.

Because Christmas memories hit different when they’re made in paradise. 🌴✨

And trust meβ€”you don’t want to be the one saying, β€œWe should’ve booked sooner.”

See you next Christmas

πŸŽ† Top 5 Things to Do in the Florida Keys on the 4th of July

There’s nothing like Independence Day in the Florida Keysβ€”where fireworks meet palm trees, and the party ends with a Key lime pie. Whether you’re visiting on vacation, living the dream locally, or dreaming about moving here, the 4th of July is a perfect time to soak up all the magic our island chain has to offer.

Here are my top five favorite ways to celebrate the 4th of July, Keys-style:

1. Watch Fireworks from the Water

There’s something unforgettable about seeing fireworks light up the sky over turquoise waters. Charter a boat or join a fireworks cruise out of Key Largo, Islamorada, Marathon, or Key West. Pack a cooler, grab your favorite people, and toast to freedom with ocean breezes in your hair.

πŸ’‘ Tip: Book earlyβ€”holiday charters fill up fast!

2. Hit a Local Parade

Several towns throughout the Keys host patriotic parades on or around July 4th. Check out the famous Key West β€œRed, White & Blue” parade or Marathon’s laid-back, family-friendly version. There’s music, dancing, and plenty of local flair (think golf carts decked out in stars and stripes!).

3. Grill & Chill at Your Vacation Rental

Why fight the crowds when you can grill poolside, sip something tropical, and relax in your own slice of paradise? Many of our Florida Keys vacation homes come with outdoor kitchens, pools, and stunning water viewsβ€”perfect for a low-key but luxe 4th of July celebration.

🏑 Still looking for a place to stay? Message meβ€”I’ve got last-minute openings!

4. Join a Beach Bash

Public beaches like Sombrero Beach (Marathon) and Higgs Beach (Key West) often host day-long celebrations with food trucks, live music, and family fun. Bring your beach chairs, sunscreen, and patriotic spirit. Fireworks usually go off after sunset.

5. Catch the Sunsetβ€”Then the Fireworks

One of the best things about July 4th in the Keys is that you don’t have to choose between nature’s beauty and man-made sparkle. Watch the sunset over the Gulf (hello, Mallory Square!) and then stick around for the fireworks display.

Bonus: Thinking of Making the Keys Your Forever Fireworks Spot?
If you find yourself daydreaming about owning here (either as a full-time resident or vacation home investor), let’s talk. I can help you find your piece of paradiseβ€”whether it’s a beach bungalow or a rental-ready retreat.

πŸ“© Reach out anytime or browse available homes at FloridaKeysRealty.com


πŸŽ‡ Happy 4th, from our island home to yours!
Stay safe, stay cool, and soak up every second of sunshine and sparkles this Independence Day.

Embrace the Magic of Fall in a Vacation Rental Home in the Florida Keys

As the leaves start to change color and the air becomes crisper, there’s an undeniable sense of excitement in the air. Fall is a beautiful season to explore new destinations and create unforgettable memories. And what better place to experience fall magic than the Florida Keys? With breathtaking ocean views, private docks, and a wide range of Florida Keys vacation rentals, this tropical paradise offers the perfect backdrop for your autumn getaway. Fall is our quietest time of the year, so you have plenty of vacation rental homes to choose from. Prices are lower, and you can enjoy all the keys have to offer with no crowds.

Your Home Away from Home

When planning a fall escape, the first thing that comes to mind is accommodation. Florida Keys Realty, Inc. offers an array of vacation rentals that cater to various preferences and budgets. Whether traveling with family, friends or as a couple, you can find the perfect Florida Keys vacation home to suit your needs. These rental properties are like a home away from home, providing all the comforts and conveniences you need for a relaxing and enjoyable stay.

Unforgettable Ocean Views

One of the most enchanting aspects of visiting the Florida Keys in the fall is the mesmerizing ocean views. Imagine sipping your morning coffee while gazing at the sparkling blue waters of the Atlantic Ocean or the Gulf of Mexico. Many of our vacation rental homes offer direct oceanfront access, allowing you to soak in the beauty of the ocean from the comfort of your private terrace or balcony. Fall’s mild weather makes it the perfect time to bask in the sun, take long beach walks, and watch spectacular sunsets over the horizon.

Private Docks for Adventurous Souls

For those who seek adventure on the water, many Florida Keys vacation rental homes come equipped with private docks. Whether you’re an experienced boater or just looking to try fishing, having your private dock provides the ultimate convenience. You can set sail at your own pace, explore hidden coves, and even catch dinner. The Florida Keys are known for their world-class fishing, and having a private dock allows you to make the most of this incredible experience.

A Fall Paradise: What to Do and See in the Florida Keys

Explore the Pristine Beaches

Fall in the Florida Keys is the perfect time to enjoy the stunning beaches without the crowds of the peak seasons. The turquoise waters and powdery white sands of beaches like Bahia Honda State Park and Smathers Beach beckon sunseekers. Whether sunbathing, swimming, or simply strolling along the shore, the Keys’ beaches provide a serene and picturesque relaxing backdrop.

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Snorkeling and Diving Adventures

The Florida Keys are renowned for their vibrant coral reefs and diverse marine life. Fall offers excellent visibility and calm waters for snorkeling and diving. Explore the magical underwater world at John Pennekamp Coral Reef State Park or dive deep into the history of shipwrecks at the Florida Keys National Marine Sanctuary. Don’t forget to pack your snorkel gear and experience the Keys’ mesmerizing underwater landscapes.

Visit the Florida Keys Aquarium Encounters and the Key West Aquarium

For a unique and interactive marine experience, visit the Florida Keys Aquarium Encounters and the Key West Aquarium. These attractions let you get up close and personal with marine species, including stingrays, tarpon, and even nurse sharks. Learning about the aquatic environment and its inhabitants is a great opportunity. The fall season offers pleasant weather for outdoor activities, making it an excellent time to explore this aquatic wonderland.

Enjoy Water Sports


The Florida Keys offer many water sports to entertain adventure enthusiasts, from kayaking and paddleboarding to jet skiing and parasailing. The fall’s mild weather and less crowded waterways provide the perfect conditions for trying out these exciting activities. Rent equipment from local shops and make the most of your time on the water, or book a trip with one of the many local guides. For an unforgettable sandbar trip, we recommend Sugarloaf Sandbar Tours.

Savor Fresh Seafood

Fall in the Florida Keys means the start of stone crab season, and you won’t want to miss trying this local delicacy. Visit one of the many seafood restaurants in the area to sample fresh catches like grouper, mahi-mahi, and, of course, stone crab claws. Dining with ocean views is a common treat in the Keys, so indulge in delicious seafood while soaking in the scenery. Gather fresh ingredients at the local markets and try new recipes in the vacation rental home.

Discover the Arts and Culture

The Florida Keys are not only about beaches and water activities; they also boast a vibrant arts and culture scene. Explore galleries and studios showcasing the work of local artists or attend a live performance or cultural event. The island communities in the Keys often host festivals and art walks during the fall season, offering visitors a chance to immerse themselves in the local creative scene.

Start Planning Now!

The Florida Keys in the fall offer a unique blend of outdoor adventures, natural beauty, and cultural experiences. Whether you’re seeking relaxation on pristine beaches, thrilling underwater explorations, or delicious seafood dining, the Keys have something to offer every traveler. So, pack your bags, embrace the fall warmth, and make the most of your getaway this autumn in a Florida Keys vacation rental home. From sunny beaches to underwater wonders, there’s no shortage of things to see and do in this tropical paradise during the fall season. We look forward to seeing you this fall!

Ollie and Rory Out two Shih Tzus chill in the keys vacation rentals pet friendly Florida Keys Real Estate Beating the heatwave

Chill in Paradise: Beating the Heatwave in the Florida Keys.

The Florida Keys, with its stunning beaches and vibrant marine life, is a dream destination for many. However, its tropical climate can sometimes lead to sweltering heat, especially this year. Fear not! In this blog, we’ll explore fantastic ways to beat the heat while enjoying your vacation in the Florida Keys. And if you’re looking for the perfect rental property to escape the heat, look no further than Florida Keys Realty, Inc, offering you the best accommodations to make your stay memorable. Let’s dive in!

Indulge in Water Activities or Explore the Underwater World:

When the heat is on, there’s no better way to cool off than indulging in water-based activities. The Florida Keys offer many aquatic adventures, from snorkeling in crystal-clear waters to paddleboarding along the mangroves.Β  Some of our vacation rental homes have kayaks, or you can rent a kayak and explore the serene waterways, witnessing the stunning marine life beneath.

Beat the heat and dive into a different realm by scuba diving. The Florida Keys are renowned for mesmerizing coral reefs and shipwrecks, providing an unforgettable diving experience. Florida Keys Realty, Inc can help you find the perfect diving spot close to your rental property, so you can cool down while immersing yourself in the wonders of the deep blue sea.

Visit Tropical Gardens and Nature Reserves:

Escape the scorching heat by visiting lush tropical gardens and nature reserves. The Key West Tropical Forest and Botanical Garden, in particular, offer a refreshing retreat with its diverse flora and shady pathways. After exploring nature’s beauty, return to your comfortable vacation rental and unwind in a relaxing oasis.

Visit Museums and Art Galleries:

The Florida Keys boast a rich history and vibrant art scene. This is an excellent way to escape the sun and beat the heat. Spend a day exploring museums like the Florida Keys History and Discovery Center in Islamorada, which offers fascinating exhibits about the region’s cultural heritage and natural history, or one of the many museums in Key West. Additionally, art galleries throughout the Keys feature local and international artists’ works, providing a delightful artistic experience.

Discover Aquariums and Marine Exhibits:

Escape the heat by immersing yourself in the marine world at various aquariums and marine centers without immersing yourself in the hot water. Β The Key West Aquarium and the Florida Keys Aquarium Encounters in Marathon is an excellent places to interact with marine life through hands-on encounters and educational exhibits. You can also explore the Turtle Hospital in Marathon to learn about their conservation efforts.

Try Local Cuisine at Restaurants and Cafes:

Indulge in the unique flavors of the Florida Keys by dining at local restaurants and cafes. From fresh seafood delicacies to mouthwatering key lime pies, the culinary scene is sure to captivate your taste buds. Enjoy a leisurely meal while savoring the beautiful coastal views.

Attend Theater Performances and Shows:

Check out the local theaters and entertainment venues for live performances and shows. From theatrical productions to live music concerts, the Florida Keys have a lively arts and culture scene that will keep you engaged and entertained indoors.Β  There are also two theaters in Key West, The Regal Cinema and The Tropic, to catch the latest blockbuster or indie films.

Relax at Spas and Wellness Centers:

Treat yourself to some well-deserved relaxation at the various spas and wellness centers throughout the Keys. Enjoy a soothing massage or rejuvenating spa treatment, allowing you to unwind and beat the heat for a while.

Sunset Cruises:

As the day starts to cool down, embark on a sunset cruise. Feel the gentle breeze on your face as you sail along the coastline, admiring the breathtaking hues of the setting sun. Florida Keys Realty, Inc can assist you in finding a waterfront property where you can savor these unforgettable moments.

Last but not Least:

You can stop in the Florida Keys Realty, Inc office to say Hello! And visit Ollie and Rory. They love visitors, and our A/C is cool. 

Remember, even during a heatwave, the Florida Keys have a lot to offer indoors or outside. Whether you’re interested in history, art, marine life, or relaxation, you’ll find plenty of activities to enjoy while staying cool and comfortable.

Spiny Lobster or Florida Lobster July Rentals Vacation Rentals

Exploring the delights of lobster season in the Florida Keys

The Florida Keys, a tropical paradise renowned for its crystal-clear turquoise waters, vibrant coral reefs, and abundant marine life, offers an exciting experience for seafood enthusiasts during lobster season. Every year, locals and visitors eagerly anticipate the arrival of this event. There is a two-day mini-season, which is the last consecutive Wednesday and Thursday of July, and a regular season that opens August 6 and closes March 31. Lobster season in the Florida Keys is a time of adventure, camaraderie, and feasting on delicious, fresh-caught crustaceans. So, grab your snorkel gear and prepare for an unforgettable lobster hunting experience in this captivating archipelago.

The Chase VS The Meal

Lobster season in the Florida Keys is as much about the chase as it is about the meal. The adventure begins with divers donning their snorkeling or scuba gear and setting off into the warm, inviting waters. With an abundance of lobster hiding amidst the coral reefs and seagrass beds, it’s a captivating treasure hunt.

As you dive beneath the surface, you’ll be mesmerized by the colorful marine life that surrounds you. From vibrant tropical fish to graceful sea turtles, the Florida Keys’ underwater ecosystem is a sight to behold. Keep your eyes peeled for the telltale signs of lobster, like their distinctive antennae protruding from rock crevices or buried within the sandy ocean floor.

Don’t Forget The Regulations!

Remember, lobster hunting requires a recreational fishing license and adhering to strict regulations regarding catch limits and sizes. Always check with Florida Fish and Wildlife for the latest updates. These regulations are in place to ensure the sustainability and preservation of this precious resource. Respect for the environment is crucial during lobster season, as it ensures future generations can enjoy this thrilling experience.

Once you’ve successfully captured your lobsters, it’s time to savor the fruits of your labor. The Florida Keys is famous for its culinary scene, and freshly caught lobster is undoubtedly one of the highlights. Numerous waterfront restaurants and seafood markets offer a wide array of lobster dishes, from traditional steamed lobster to succulent lobster rolls.

Check out which vacation rentals are still available so you don’t miss out!