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.

Florida Keys Fishing

Spend Your Vacation Fishing in the FL Keys

There’s no better time to vacation in the Florida Keys. Escape the winter months for backcountry, flats, reef, wreck, and deep sea fishing in paradise. Traverse the mangrove channels for snapper or make your way to the deep sea for sailfish and mahi-mahi. If you’re feeling adventurous, try your hand at spearfishing grouper, hogfish, and more. The Florida Keys’ temperate climate provides optimal conditions for all sorts of fishing at any time of year as well as a home to an array of marine species not found elsewhere in the United States.

 

Also known as the sport fishing capital, Islamorada in the Upper Keys attracts anglers from all over the world. Take to the open waters this January in the annual Fish for Holly tournament benefiting charity and community initiatives. The event takes place January 7th – 8th, 2022 at Whale Harbor Marina. You can click here to visit their website for more information. The island chain hosts many other tournaments, but it’s always a great day for an excursion in the Keys.

 

Fishing in the Florida Key is made easy with many of our locations featuring an onsite marina. Whether you rent a boat or bring your own, make the most of your time with access to the FL Bay, Gulf of Mexico, or Atlantic Ocean just steps from your holiday home. Although the majority have access to dockage onsite, all of our homes are within short rides from marinas nearby. If you haven’t already found a boat rental agency, be sure to visit our travel guide for recommendations or consider any one of these local charters.

 

Contact our guest services line at (305) 853-5000 (available 24 hours/day) for assistance reserving the ideal vacation home that suits your wants and needs.

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!

Spotlight on Islamorada – The Sport Fishing Capital of the World

Islamorada

Located just 90 miles south of Miami, FL, Islamorada is a popular vacation destination for people from all over the world. The up-scale small-town atmosphere offers beautiful bay and ocean views, as well as plenty of delicious restaurants, quaint shops and amazing galleries to explore. This fun island is probably best known though, for its boating and fishing adventures, which makes it the “Sport Fishing Capital of the World.”

 

With a history spanning more than 3,000 years, the village of Islamorada is made up of four islands that are all known for their coral reefs. This perfect little fishing village offers a relaxed and laid back with so many amazing places to enjoy. From luxury waterfront resorts, amazing fishing opportunities, fine restaurants, and cultural arts, there are so many ways to enjoy the best of Islamorada, tucked away in a tropical seaside paradise.

 

Luxury Vacation Rentals in Islamorada

 

Since Islamorada is one of the best places on the planet to fish, it only makes sense to stay in a vacation rental that offers easy access to the waters of the Florida Keys. One amazing luxury property is Angler’s Reef Resort & Marina, which offers a quaint Caribbean fishing village-styled retreat with upscale cottages, more than 500 feet of oceanfront, deep-water boat docks, and plenty of exciting aquatic excursions to enjoy.

 

Angler’s Reef Resort is the perfect location for those looking to enjoy the wonderful fishing Islamorada offers. Its convenient location just 3 miles south of the famed Alligator Reef and the only living coral barrier reef in the Continental U.S. gives good opportunities to catch sailfish, tuna, and dolphin in the Atlantic Ocean and tarpon and elusive bonefish in Florida Bay.

 

So Much to See and Do in Islamorada

 

Islamorada offers a laid-back vacation that allows you to do as little or as much as you want to. From day trips to the Dry Tortugas and diving explorations to Alligator Reef to deep sea fishing trips and parasailing, there is never a dull moment on Islamorada. And for those lucky enough to be staying at the Angler’s Reef Resort & Marina, the complimentary Adventure Concierge is like having your own personal Florida Keys travel guide to help you plan your luxury Florida Keys vacation! Contact KeysCaribbean today to book the Florida Keys vacation you’ve been dreaming of.