Which Key is Right For Me?

Still in the early stages of planning your vacation? You might be asking yourself “Which of the islands is best for the things I’d like to do?” Well, we’re here to help you navigate all that the Florida Keys has to offer. There’s something for everyone, whether you’d prefer to relax beachside or take to the seas for world-famous sportfishing.

Key Largo

For those keen on exploring, diving or snorkeling the only living coral reef in North America is a must. Fortunately, Key Largo is home to John Pennekamp State Park. Board their boat and within minutes you’ll be delving below water for an unforgettable view of this majestic habitat. If you’d rather stay high and dry out of water, there are other ways of seeing the reef. Hop aboard John Pennekamp’s glass-bottom boat for a calm cruise that provides for an unmatched view and uniquely memorable experience. Whatever you decide to do during your stay, don’t miss the opportunity to enjoy the largest swimming pool in the FL Keys in our Mariner’s Club Key Largo vacation rentals.

Islamorada

Just 10 minutes south from Key Largo is Islamorada which just so happens to be the sportfishing capital. If you’re searching for the ideal location to do some deep sea fishing in the Florida Keys, this is it. Nonetheless, options aplenty with so many different environments surrounding the island chain. Visitors enjoy variety in fishing the backcountry, flats, reef, and wreck sites. Islamorada is a top-rated choice for more than just the avid fisherman. Fine-dining restaurants and oceanside tiki bars provide reason enough to visit.

Duck Key

In the heart of the Florida Keys lies Duck Key. This quaint retreat is a short drive from Marathon and encompasses one of the smaller islands of the chain. Despite it’s size, Duck Key still manages to attract a great many travelers and with good reason. Charming row homes and immaculately well-cared for grounds create an entirely new and alluring atmosphere from the very moment you arrive. With Solé Watersports onsite, you can walk from your Villa to the marina where you’ll enjoy activities such as kayaking and paddle boarding as well as charters to the local sandbar. If you’re wondering what that is, a sandbar is an offshore area of sand that is submerged in shallow water (you might call it a mini island), and they’re a superb place for the entire family to spend the afternoon floating, sunbathing, and swimming.

Marathon

Situated midway between Key Largo and Key West, Marathon is perfectly poised for those looking to traverse the entirety of the Florida Keys. Moreover, Marathon boasts several beaches including Curry Hammock State Park and Sombrero Beach. Just a short ways further south is Bahia Honda State Park which often places amongst the top 10 beaches in all of Florida for it’s incredible view of the historic railroad, plush sand, and clear waters. Although Islamorada tops the charts for sportfishing, Marathon is frequented by experienced anglers and beginners alike. Better yet, many of our Marathon vacation rentals include onsite dockage just steps from your Villa. Rent a boat or BYO to make the most of your getaway.

Visit our Activities Guide for more recommendations on what to do and where to eat during your stay in the #FLKeys.

Boating Excursions in the #FLKeys

The Florida Keys are well-known for world-class sportfishing and diving as well as being home to North America’s last living coral reef. It’s no surprise that travelers come from all over the world to experience what the island chain has to offer. Whether you prefer your leisure under or above water, renting a boat can make for an afternoon well spent. With so many activities to choose from, you’ll never run out of things to do during your time on the ocean, Florida Bay, or Gulf of Mexico.

 

Remote Destinations

You might find it hard to leave the property grounds as many of our Florida Keys vacation rentals include access to luxurious amenities where you can comfortably tan poolside. Still, you’ll want to be sure to take the time to enjoy the surrounding waters too! During your time on the boat, take a visit to some of the local uninhabited islands such as Indian Key. This historic site just off of Islamorada is an isolated paradise where visitors enjoy sunbathing, swimming, sightseeing, and more. To note, many of the surrounding islands are conservation sites. You should always verify that you’re not trespassing so as to not harm the environment we cherish.

 

Fishing

If fishing is your forte, it’s going to be essential that you rent a boat. Fortunately, many of our Florida Keys vacation homes include dockage just steps from your deck. Spend less time trailering your boat up and down the Keys. Within just minutes from your private home, find yourself fishing for snapper in the mangroves or mahi-mahi in deep water.

 

Snorkeling & Diving

For those in search of picturesque underwater scenery, Alligator Reef is an Instagram hotspot! This beautiful locale hosts a lighthouse built in 1873 sitting atop a crescent-shaped reef with a diverse number of colorful species inhabiting the area. For snorkeling at Alligator Reef, rent a boat or reserve your spot on a local charter (we recommend Robbie’s Marina).

 

Check out our Activities Guide for more recommendations on what to do and where to eat during your visit to the Florida Keys.

Remote Island Locales

Island Keys off the Beaten Path

You can traverse the majority of the Florida Keys by car, but there are other remote gems to explore during your time in the island chain. Taking the time to tour these hideaways of the archipelago is a surefire means of creating lasting memories. These isolated getaways are an ideal location for romantic excursions as well as family adventures. Keep in mind, there are literally hundreds of islands in the Florida Keys; however, many are subject to regulations and may not permit visitors. Should you decide to visit another island not mentioned here, please be sure to make yourself aware of any potential restrictions. You can visit the Florida State Parks website for more information.


Lignumvitae Key Botanical State Park: 24.9025° N, 80.6979° W

William J. Matheson built the historic and remarkably self-sufficient two-story home on this island a short ride from the shores of Islamorada. In the company of the onsite ranger, you can tour the interior of the house and the hardwood hammock forest; however, you may opt to visit the rest of the property grounds for a self-guided tour. Lignumvitae Key is poised for exceptional views of the sunset and is a great place for snorkeling, swimming and kayaking. The surrounding mangrove channels provide shelter to an array of wildlife, as well as an otherworldly experience for paddlers. No boat? No problem. KeyZ Charters operating out of Robbie’s Marina in addition to Seamonkeys Watersports in Islamorada both provide trips to the remote island.


Indian Key Historic State Park: 24.8783° N, 80.6771° W

Indian Key Historic State Park is another locale accessible only by boat or paddling (boats must anchor offshore to protect the surrounding flats). The island once hosted numerous facilities including a hotel housing a shipwreck salvaging crew, but was later abandoned in 1840 following the battle between the island settlers and Everglades Seminoles. You can rent either a kayak or paddleboard from Robbie’s Marina which is just half of a mile or about half an hour offshore. Indian Key is a fantastic choice for picnicking, hiking, snorkeling and swimming. The observation tower is another amenity providing island visitors with an exceptional view.


Dry Tortugas National Park

There are several islands comprising the Dry Tortugas National Park. The most significant structure being Fort Jefferson, constructed in the mid-1800s. The military base previously housed more than a thousand soldiers and additionally served as a prison for the infamous Dr. Samuel Mudd for his role in conspiring the assassination of President Lincoln. There is a ferry providing regular access to and from the Dry Tortugas National Park. This group of islands is an excellent destination for camping (reservations required), natural beaches, swimming and snorkeling.

Navigating the Florida Keys

The Florida Keys boasts breathtaking scenery unlike anywhere else in the United States as well as an abundance of marine life making it one of the best known travel destinations globally. Much of the island chain is easily traversed by Overseas Highway spanning 113 miles from Key Largo to Key West. The Florida Keys has an astounding variety of activities to guarantee every member of the family can enjoy their getaway. Read below for more information regarding each island location we feature. If you already know what type of activities you’d like to do during your vacation in the Florida Keys, click here to view the Activities Guide for our recommended facilities.
 

  • Key Largo:

    Otherwise known as the Diving Capital of the World. John Pennekamp State Park spans 70 nautical square miles encompassing the only living coral barrier reef in North America. There are numerous diving facilities in the area capable of training first-timers to experience the world’s first undersea park. If diving isn’t on your itinerary, we highly recommend Cruisin’ Tikis. Stay comfortably dry from the bar on your very own floating cabana. Key Largo is also a short distance from Everglades National Park where guided eco-tours provide a look at the diverse flora and fauna responsible for designating this area as an environment worth preserving.

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  • Islamorada:

    The Sportfishing Capital of the World. Whether renting your own boat or booking a charter & guide, make your way to the deep sea for angling sailfish and marlin or opt to explore the back-country to hook tarpon and bonefish. The Florida Keys’ subtropical climate allows enthusiasts and beginners alike to enjoy all types of fishing any time of year. Islamorada is also home to artisanal shops, quaint cafés and a range of top-rated restaurants catering to many different tastes.

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  • Duck Key:

    Secluded island destination centrally poised for convenient access to the entire Florida Keys. If you’re searching for the ideal ‘base of operations’ for your Florida Keys vacation, Duck Key is a popular choice and for good reason. Whether diving in Key Largo or shopping in Key West, Duck Key is just a short ride to many of the greatest sights and attractions. Duck Key itself also hosts plenty of well-known charter Captains, restaurants, watersports facilities and is close by to local sand bars.

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  • Marathon:

    Premier choice for conveniently located amenities and a range of activities to choose from such as Aquarium Encounters at which you can meet up-close and personally with nurse sharks and sting rays. Their Coral Reef Encounter allows visitors to swim in an enclosed aquarium that is carefully curated with living coral & a colorful array of marine life. Whether searching for a casual or fine-dining experience, Marathon also features a plethora of unique and individually-owned restaurants.

Luxury Resorts in the Florida Keys with Easy Water Access

The Florida Keys are some of the most visited islands in the world. That is not surprising at all, though, as this popular island chain is a virtual waterfront playground with so many luxury water-oriented resorts to enjoy and sea side actives to experience – there is truly something for everyone in the Florida Keys.

Luxury Waterfront Accommodations with Onsite Amenities in the Florida Keys

If you enjoy the finer things in life, you will be more than pleased with the choice of luxury resorts available for your stay during your Florida vacation. From waterside resorts in the Keys with bungalows by the water to upscale resorts with full-service marinas – here are some of the most popular upscale resorts to consider for your Florida Keys escape.

Popular Waterfront Resorts for Your Luxury Vacation in the Florida Keys

 

Mariner’s Club Key Largo – Located on the island of Key Largo, the private and gated oceanfront community of Mariner’s Club Key Largo offers guests a truly relaxing experience in one of the most luxurious Florida Keys vacation rental resorts in the area. Guests enjoy luxury vacation townhomes and villas with upscale amenities including two pools, a Jacuzzi Grotto, tennis courts, elegant club house with outdoor terraces, a state-of-the-art fitness center, and a stunning 43-slip full-service deep-water marina with on-site diving and water sports rentals.

 

Indigo Reef Resort Marathon Key – The Island’s most luxurious vacation rental accommodations, Indigo Reef Resort offers guests their choice of 67 richly appointed villas just steps away from private dock and boat access. These upscale vacation villas in the Florida Keys offer amazing, high-end appointments, furnishings, private porches, and even a full-time, on-site dock master and private boat slips!  Resort amenities include boating, seaside pools, pet-friendly accommodations and more!

 

Angler’s Reef Resort Villas & Marina Islamorada – This relaxing sea side resort offers a quaint community of 52 cottages crafted in an elegant and tropical combination of Native Conch and British West Indies style. The private, gated oceanside resort is styled like a Caribbean fishing village with cottages, beaches, and amenities, making it the perfect place to relax. The Florida Keys luxury resort offers 500 feet of waterfront access, onsite deep-water marina with Dock Access, a heated oceanfront pool, and more!

 

The Best Luxury Waterfront Vacation Rentals in the Florida Keys from Keys Caribbean

The team at KeysCaribbean offers the most amazing luxury vacation rental in the Florida Keys. Let’s book a waterfront cottage, bungalow, or townhouse today for your luxury vacation in the Florida Keys and get you out on the water for a getaway to remember!

Fall Is the Perfect Time To Visit the Keys

Those who are looking for a relaxing vacation in the Florida Keys should consider a visit in the Fall. Not only will you enjoy absolutely perfect weather (around 84 balmy degrees) but spending some time in the Keys during this time of the year offers a quiet and enjoyable escape from the busy summer crowds.

 

Enjoy relaxing by the pool at one of these popular resorts in the Florida Keys, exploring some of the amazing islands, or taking in the Florida sunshine at a luxury vacation home with a private pool.

 

Fall is also the time of year some of the most popular festivals are held on the islands, including Fantasy Fest, Meeting of the Minds Annual Parrot Head Convention, Goombay Festival, Key West Film Festival, and more.

 

Fishermen will enjoy spending some time on the water fishing in the Florida Keys in the Fall, where they can reel in game fish, stone crab, lobster, and more. Those who like to fish should consider staying at the Angler’s Reef Resort Villas & Marina on Islamorada, the “Sport Fishing Capital of the World.” This popular Caribbean fishing village styled retreat has 52 cottages and more than 500’ of oceanfront, and 36 protected, deep-water boat docks for aquatic fishing excursions.

 

If you are looking forward to diving during your Fall vacation in the Florida Keys, the Mariner’s Club in Key Largo, the “Diving Capital of the World,” is an unforgettable getaway destination. This gated, oceanfront vacation community offers upscale townhomes and villas surrounding a stunning marina that opens directly into the Atlantic Ocean with proximity to John Pennekamp Coral Reef State Park and Molasses Reef for diving excursions.

 

Fall is the Perfect Time to Escape to the Florida Keys

Are you ready to plan an amazing vacation in the Florida Keys this Fall? The experienced Travel Team at KeysCaribbean can help you find the perfect upscale vacation accommodations and resort. Whether you prefer a luxury private vacation home with a private pool, a tropical vacation villa with tons of amenities, or a waterfront condo with ocean access, Keys Caribbean is sure to have something to please for your escape to the Florida Keys.

 

We are here to help you book the luxury vacation you’ve been dreaming of. Contact us at (305) 853-5000 or online here today to plan the Fall vacation you deserve in the Florida Keys.

Bring Your Boat with You on Your Luxury Vacation in the Florida Keys

Bring Your Boat

If spending time on a boat during your luxury Florida Keys vacation is at the top of your wish list, we understand…and totally agree with you! After all, a vacation to South Florida is just not complete without a boating adventure (or 10) during your time in the Keys!

For those who want to bring their own boat with them on their luxury Florida Keys vacation, and also for those who want to rent a boat during their time in the Islands, KeysCaribbean offers a Premier Collection of Luxury Florida Keys Resorts to accommodate guests who want to make boating a part of their vacation in the Florida Keys. Guests can choose from luxury resorts in the Florida Keys with onsite marinas, private boat slips, private villas with docks, and more, to accommodate the wants and needs of boating enthusiasts.

When you want upscale vacation accommodations that offer convenient boat access, consider these boat-friendly luxury vacation rentals in the Florida Keys for your next trip to the Florida Keys.

Florida Keys Luxury Boat-Friendly Vacation Resort Rentals

  • Mariners Club Key Largo – The Mariner’s Club is a gated, oceanfront standout among Key Largo vacation communities, boasting upscale townhomes and villas surrounding a stunning marina that opens directly into the blue waters of the Atlantic Ocean.
  • Angler’s Reef Resort –  Angler’s Reef Resort Villas & Marina, a stunning Islamorada vacation destination, offers boaters understated luxury with a Caribbean fishing village-styled retreat. This amazing property offers more than five hundred feet of oceanfront and mangroves frame 36 protected, deep-water boat docks, perfectly poised for aquatic excursions.
  • Indigo Reef ResortThe Indigo Reef Resort on Marathon Key offers unmatched luxury water view homes in an unforgettable private paradise resort. Guests will enjoy exceptional fishing, upscale amenities, and dazzling sunsets from your own private porch and dock, which are included with each villa.

Book Your Florida Keys Vacation Today!

No matter why type of luxury vacation rental you desire for your Florida Keys getaway, KeysCaribbean is sure to have just the right resort or private vacation rental home for you and your guests. Make plans to bring your boat along or simply chat with one of our Adventure Concierge team members for assistance in renting a boat during your Florida Keys vacation. Contact us here to book your luxury vacation in the Florida Keys today!