Islamorada Vacations

Islamorada is made up of six small islands in the Florida Keys, located between the saltwater wilderness, barrier reefs and Everglades National Park. The islands are popular with fisherman and it has been named the sport-fishing capital of the world. Travel to Islamorada and enjoy everything from ocean adventures – diving, fishing and swimming – to great shopping and entertainment. If you visit Islamorada, you’ll also be treated to a selection of fine dining and some of the best seafood imaginable. This Islamorada travel guide will help you start your adventure.

December through May is the peak season in Islamorada. It is a popular destination for those escaping the snow and cold for the warm beaches. Travelers will need to book ahead since hotels and vacation rentals are booked a few months in advance. In Islamorada, you will be able to enjoy swimming, diving, and fishing. If you want to avoid the crowds, October and November are excellent times to visit. Islamorada travel has never been more appealing.  When visiting Islamorada, do not miss the History of Diving Museum, Theater of the Sea, Indian Key State Historic Site, Michelle Nicole Lowe Art Gallery and Windley Key Fossil Reef Geological State Park.  View the beautiful beaches of Key Largo and the Florida Keys here.


Over the course of a year, the temperature typically varies from 64°F to 89°F and is rarely below 55°F or above 91°F.   The warm season lasts from May 28 to September 29 with an average daily high temperature above 87°F. The hottest day of the year is August 3, with an average high of 91°F and low of 81°F.  The cold season lasts from December 8 to February 25 with an average daily high temperature below 77°F. The coldest day of the year is January 13, with an average low of 64°F and high of 74°F.


There are two airports near Islamorada, Miami International Airport which is about 79 miles from Key Largo, and the Florida Keys Marathon Airport at about 31 miles from Key Largo.  To create a fair watch, go to AirFareWatchDog which will alert you when the flights are going down in price.  Also check my airfare tips on how to make sure you are getting the lowest fare.  For finding the lowest fare, go to CheapFlights.  I find them to be the best for flight comparison, and getting the best deal if you are ready to purchase.  Once you have your airfare, make sure you reserve your airport parking ahead of time.  You can  Save On Airport Parking and not have the last minute hassle (been there) of trying to get parking reserved.

Miami International Airport

Florida Keys Marathon Airport

Car Rental

You need a perfect ride to get you around Islamorada no matter if you’re traveling for a company trip or a vacation. See the top sites around town and park in front of the hottest new restaurant in the city in your nifty vehicle. Simply tell what you need.

– Want to power your way through valleys and hills in an SUV?
– Want to parallel park into small slots downtown in a compact vehicle?
– Want the Islamorada breeze through the rooftop with a convertible? is prepared to make your vacation as effortless and affordable as possible with their wide selection of options.

Things to Do

Theatre of the Sea, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesTheatre of the Sea

At Theater of the Sea watch up close and personal dolphin shows, sea lion shows, parrot shows, and much more!  A pioneer in animal interactive programs, at Theater of the Sea you can swim with a dolphin, swim with a sea lion, swim with the rays, swim with the sharks, meet the sea turtles or wade, meet and paint with a dolphin or sea lion.  Theater of the Sea is family owned and operated since 1946 and one of the oldest marine mammal facilities in the world. The lagoons and lush, tropical gardens are home to Atlantic bottlenose dolphins, California sea lions, sea turtles, tropical and game fish, sharks, stingrays, alligators, marine invertebrates, and birds.  For information call 305-664-2431 or visit Theatre of the Sea.

A Family Fun Boat Tour Company, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesA Family Fun Boat Tour Company

It’s their job to put the fun in your vacation and they are good at what they do!  They offer private, quality, fun boat tours for up to 6 people.   They are Kid friendly, and all types of families, couples, friends and honeymooners are welcome!  They offer Islamorada Snorkeling, Sandbar, Eco tours & Sightseeing, and Sunset Cruises.  If you are looking for a “kid friendly”  boating adventure for your children, their Islamorada boat tours are private, guided boat trips that give you exclusive access to the Upper Florida Keys most incredible places to visit. Rated one of the best Islamorada activities for children.  For information call 305-896-2915 or visit A Family Fun Boat Tour Company.

Kay K IV Sport Fishing Charters, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesKAY K IV Sport Fishing Charters

They will catch you fish and treat you, your family with respect no matter your fishing experience is.  They offer reef, offshore, and deep dropping in the fishing capital of the world.  They provide half, 3/4 and full day fishing charters, or even a 3 hour evening shark and tarpon trip.  For information call 305-393-0398 or visit Kay K IV Sport Fishing Charters.


Key Largo Adventures, Islamorada Florida, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesKey Largo Adventures

Capt. Charlie Filpes offers a sensational private, All-Inclusive boating adventure in the Upper Keys, particularly in the Key Largo & Islamorada areas – not available anywhere in the Florida Keys!  He and his frequent First Mate, Yvonne, offer an impressive variety of amenities aboard the “TIKI TIKI” – their 25 foot open fisherman – which will thrill even the biggest of water sports enthusiasts.  Your day on the water is especially tailored just for you, which means you can kick back, relax and enjoy the sun and surf and leave your cares behind.  They offer snorkeling, paddle boarding, fishing, kayaking, BBQ lunch on the sand bar, kayaking, shark encounters and Eco education.  For information call 305-975-4885 or visit Key Largo Adventures.

A1A Watersports, Islamorada Florida, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesA1A Watersports

Your best source for Watersports in Islamorada, Key Largo, Tavernier, Marathon and the Upper and Middle Florida Keys. A1A Watersports is a family owned and operated Jet Ski and Boat Rental operation. They have grown to maintain a large fleet of Jet Ski’s and Boats providing unforgettable experiences to thousands of visitors, 365 days a year.  They are dedicated to providing excursions and experiences of a lifetime to you and your family. They offer the largest variety of activities and services available on Islamorada including daily 2 HR Jet Ski Island Tours, Wave Runner Freedom Rides, Boat Rentals, Keys Fishing, Diving or Snorkeling, Kayak Rentals, Snorkel Gear Rentals, and much more.  For information call 305-664-8182 or visit them at A1A Watersports.


$-Inexpensive     $$-Moderate     $$$-Pricey     $$$$-Ultra High End

$$$  Chef Michaels

Dock To Dish!  Their fresh catch selection changes daily, and they strive to keep hogfish, their specialty, on the list. Chef Michael’s menu is full of creatively inspired local Florida Keys cuisine. Not just a seafood restaurant, their dinner offerings include mouth-watering preparations of prime meats and game, because, in the sport fishing capital of the world, sometimes you just get fished out!  A quaint and special place, one of the few restaurants in the Florida Keys operated by its very own chef, and locals know from experience that an evening at Chef Michael’s is one to remember…Go to Chef Michael’s in Islamorada, FL…enjoy the peace, love, & hogfish!  For information call 305-664-0640 or visit Chef Michaels.

$$  Lazy Days Restaurant

Join hosts Chef Lupe & Michelle Ledesma at Lazy Days Restaurant. Enjoy laid back, oceanfront dining and Keys-style dishes. Lazy Days offers seafood, seafood pastas, vegetarian pastas, sandwiches, certified angus steaks and chicken at reasonable prices. Chef Lupe will also cook your catch! Fabulous desserts, kids menu and full service bar available.  Enjoy beach dining with spectacular views from tables nestled in the sand, dine on the patio overlooking the beautiful waters of the Atlantic, or dine in their porch dining or inside their cozy, yet spacious atmosphere.  For information call 305-664-5256 or visit Lazy Days Restaurant.

$$  M.E.A.T. Eatery and Taproom

House ground and cased Sausages, house made Bacon and smoked Pork, hand patted Angus beef burgers, Kobe Beef Hotdogs, 12 Tap Craft Beers and domestic favorites, Homemade Ice Cream and Milkshakes Homemade Ketchup and Mustard.  For more information call 305-852-3833 or visit M.E.A.T. Eatery and Taproom.

$$  Islamorada Shrimp Shack

The Islamorada Shrimp Shack is a family owned business that opened its doors in December of 2011. Since then, they have been serving delicious food to their customers and have become a staple for the Islamorada locals. Run by the mother daughter team of Jill and Morgan, the homemade family recipes have made it out of otheir kitchen and on to your plate. They have a wide variety of seafood. They have chicken, steak, and ribs for our land lovers. They have local fish daily and of course local shrimp.  For more information call 305-664-8433 or visit Islamorada Shrimp Shack.

$$ Morada Bay Beach Cafe

Located in the heart of Islamorada at mile marker 81.6, the Morada Bay Beach Café & Bar is an outdoor Mediterranean bistro café set in the sand.  Situated amidst a glorious, palm-lined beach overlooking blue waters, with walking paths thru tropical flowers, The Café offers a more laid back and relaxed atmosphere than it’s sister property, Pierre’s, which is located on the same beach. You’ll find inside and outside bars and dining areas, live unique entertainment, spectacular sunsets, and a large child-friendly beach with cozy Adirondack chairs.  The Café’s menu is a blend of Caribbean and American cuisine. Showcasing the freshest in local seafood and produce, the fare is both innovative and eclectic. The Café’s bar and wine offerings are equally noteworthy.  For information call 305-664-3225 or visit Morada Bay Beach Café.

Bars & Nightlife

Florida Keys Brewing Company, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesFlorida Keys Brewing Company

Florida Keys Brewing Co is the Upper Keys first microbrewery, located in the Morada Way Arts and Cultural District.  They always have a great selection of their favorite beers, as well as seasonal and barrel aged beers.   There is plenty for everyone to enjoy here. Take a tour of the brewery, enjoy a flight of their beers, check out all the artwork, play some games, or just relax and listen to some music.   They have all sorts of events so check out their schedule to see what’s coming up soon.  For more information call 305-916-5206 or visit Florida Keys Brewing Company.

The Oceanview Pub & Sports Bar, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesThe OceanView Pub & Sports Bar

The OceanView Pub & Sports Bar is a favorite eatery, sports bar and watering hole for both tourists and locals alike.  Head to the sports pub and restaurant and enjoy their outdoor patio serving classic American fare and late-night bites.  What locals like:  friendly and attentive staff, consistently great food, over the top burgers, blackened dolphin sandwich and wings, low-key relaxed flip flop atmosphere with a beautiful view of the water.  For information call 305-664-8052 or visit them at The OceanView Pub & Sports Bar.

Bumbys, Islamorada Florida, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesBumby’s

Bumby’s is located in the heart of Islamorada.  Bumby’s Raw Bar & Local Libations’ purpose is to serve the healthiest, freshest, and finest quality of food and beverage with knowledge, graciousness, and integrity; so that their guests and employees will feel pride, fulfillment, and happiness.  For information call 305-509-7561 or visit them at Bumby’s.


Lorelei Cabana Bar & Restaurant, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida BeachesLorelei Cabana Bar & Restaurant

The Lorelei Cabana Bar and Marina features some of the best seafood in the Florida Keys… the perfect place to sit back, order a tall, cool drink and let yourself be enchanted. Enjoy breathtaking views of the Islamorada famous sunsets. They have sunset celebrations nightly!  Serving Breakfast, Lunch and Dinner… dinner specials, kid’s menus, delicious food, beach and waterfront dining.  Look for the mermaid at Mile Marker 82, Bayside, Islamorada Florida Keys! Come By Land Or Sea!  For information call 305-664-2692 or visit Lorelei Cabana Bar & Restaurant.

Hog Heaven Sports Bar & Grill, Islamorada Florida Keys, Islamorada beaches, Florida Keys Beaches, Islamorada vacations, Florida Beaches$$  Hog Heaven Sports Bar & Grill

Tucked away in a protected ocean cove in sleepy Islamorada you’ll find Hog Heaven, the hottest local sports bar and Islamorada oceanfront restaurant and late night spot in the Upper Florida Keys.  By day, Hog Heaven masquerades as a relaxed Florida Keys sports bar with some of the freshest seafood and best house smoked BBQ in town, a happy hour that can’t be beat and with 21 flat-screen televisions you can be sure that most every game will be playing day or night.  With both indoor and outdoor waterfront bars and dining, Hog Heaven is the perfect spot to unwind or recharge … whatever the case may be.  Once the sun goes down, Hog Heaven transforms into the hottest party destination in almost 100 miles. With a live DJ spinning every weekend and countless bands from across the globe, Hog Heaven is sure to put a little life back into your Florida Keys vacation.  Don’t worry if you need a break from the dance floor, you can enjoy a cocktail under the stars on Hog Heaven’s own private beach or a late night bite on the ocean front pier.  For more information call 305-664-9669 or visit Hog Heaven Sports Bar & Grill.

Top Islamorada Hotels

Islander Bayside a Guy Harvey Outpost

Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool.  For more information, pricing, or to reserve your room, visit Islander Bayside a Guy Harvey Outpost.

Ocean House

Featuring a private beach, this adults-only Islamorada resort is 3.5 miles from Windley Key Fossil Reef Geological State Park. Snorkeling equipment, paddles boards, and free Wi-Fi are provided.  When not enjoying the outdoor pool, guests can borrow free bikes and explore the area. Snorkeling and canoeing are available at Ocean House as well. The property also provides free parking.   For more information, pricing, or to reserve your room, visit Ocean House.

Casa Morada

This privately-owned boutique hotel contains 16 suites. Caribbean inspired decor can be found throughout the property. Casa Morada is 1,950 feet from Upper Matecumbe Key.  Featuring free WiFi and an outdoor pool, guests can enjoy the on-site bar, snorkeling, kayaking, and stand-up paddle-board. Complimentary private parking is available on site.  For more information, pricing, or to reserve your room, visit Casa Morada.



  1. Sophie

    Wow, this is an amazing website. I’m glad that I just moved from New Jersey to Florida. So I could enjoy some of nice places here. You did a great job, your website is very nice and clear for searching. A lot information that people might need are right there. Thanks for future reference I will share your website to some of my friends.


    1. Leahrae (Post author)

      Thank you so much Sophie and I am glad you enjoyed reading. Thank you for visiting Islamorada Vacations.

  2. tanner

    What a great site! I love how everything you’d ever need for a vacation to Islamorada is all in one place. I’ve never been to the Keys but would love to see it in the future. Looking at that chart it might be a little too hot for me though!

    1. Leahrae (Post author)

      Thank you so much Tanner! With the gulf breeze and the beach within toes reach, I don’t think you will get too hot here 🙂 Thanks for visiting!

  3. Patrick Ginise

    Incredible site. You have really taken your time and provided great information. You have thought of everything and made it incredibly easy. Until today I had never even heard of Islamorada but after reading your article, I can see what I have been missing. With world class fishing and great food, how can you go wrong. =) I will be adding Islamorada to my future destination list for sure.
    Thanks again,

    1. Leahrae (Post author)

      You are welcome Patrick. Yes, Islamorado, along with the other Florida Keys provide world class fishing, great food and atmosphere, and of course beautiful Florida Keys beaches!

  4. jen

    Wow, Great site! I am always looking for great getaways. Your site is very informative. Has lots of great pictures, ads and links. you have listed many activities, places to eat and places to stay. I would visit your site for beach/travel information in a heartbeat.
    The one thing I would change is , in your beach gear page you have great pictures , but there is no link to purchase these items.

    1. Leahrae (Post author)

      Oh, wow thank you for letting me know! I will change that immediately. I am glad you liked Beach Travel Destinations!

  5. Michael

    Please if anyone reading this is planing to visit the Florida keys and is willing to pack me in with their luggage I am ready to go at a moments notice. Lol 🙂

    These islands look absolutely gorgeous and the many activities available only make it more appealing. Seriously, anyone going I am ready. Great info!!

    1. Leahrae (Post author)

      Thanks Michael! I am going next month but I don’t need the extra weight! The Florida Keys are a great beach destination.

  6. Rene

    This looks like well worth a trip. I have never been to Florida before and it is one of the destinies on my big To-Do-List-For-Life.

    Sitting under the palm trees and sipping at my Pina Colada…

    Islamorada here I come

    I think I would go for the Key Largo Adventures. This barbecue in the water looks like a nice idea to me

    Thank you for this amazing vacation idea

    1. Leahrae (Post author)

      You are very welcome Rene. Yes, the BBQ in the water is awesome! Actually, Islamorada beaches and the fun things to do, can’t be beat!

  7. cary

    What a wealth of information. I haven’t even heard of this destination before. Gonna have to put this one on my bucket list. Sounds like a great place to visit. Thanks for the lowdown.

    1. Leahrae (Post author)

      You are welcome Cary! Islamorada is just one of the beautiful Florida Keys with great beaches, atmosphere, and fun things to do. You would enjoy!

  8. Tracy

    Wow, being from cold Tasmania, Southern Australia you made me want to get up and go to Islamorada tomorrow. I had never heard of the destination before but it looks absolutely beautiful but the one thing that I was wondering is does it ever get Hurricanes or Storms? The video you included just topped it off for me, I will be telling my family about this island group fro our next big family vacation.

    Cheers Tracy 🙂

    1. Leahrae (Post author)

      Like any other tropical location, situated with ocean all around, yes there is a chance for hurricanes. Always good to check the weather before going to such a destination. But it is like heaven in the Florida Keys. Especially if you like beaches, warm weather, and fun activities 🙂 Thanks for visiting Tracy!

  9. Ronnie Jordan

    Wow, you really caught my attention with this one. Now I want to go and check out some of the things you pointed out. In fact you gave me a great briefing on this location. Thanks a lot. It is on my wish list for sure.

    1. Leahrae (Post author)

      I am glad Ronnie. You would really enjoy the beaches here in Islamorada, as well as the beautiful scenery and great activities. Thanks for visiting Islamorada beaches!

  10. sandra

    I have never heard of these islands. They look beautiful. I would love to visit and swim with the dolphins, sea lions and rays.The weather looks perfect, too!

    1. Leahrae (Post author)

      The Florida Keys is really like having a slice of the Caribbean in the United States. They have tropical weather, great beaches, and loads of stuff to do. Thanks for visiting beach travel destinations.

  11. Kenneth

    Just the thought of strolling on the beach with a cold drink and the sand and the waves makes me want to go make reservations now. I can’t think of one thing that you left out of your review. You mentioned everything which is a very rare find in most reviews. I know who I will ask when I want to know more and I thoroughly enjoyed your review of this part of Florida that I have never visited.

    1. Leahrae (Post author)

      Thank you Kenneth, and no, nothing is better than strolling on the beach, splashing in the water as you go. Islamorada beaches are great, and there are so many things to do!

  12. Mohammad Makki

    I’ve always dreamed of visiting Islamorada! Stunningly picturesque! This is a very good guide of the whole place. This has everything I would expect of a beach like this. It’s truly the whole package. I might even go next month. November would be a good time, right? I’d hate to be crowded. Nothing worse.

    1. Leahrae (Post author)

      I’m going next month Mohammad, so yes great time to go 🙂 Please let me know if you need any help with your travel plans. I would love to get a package together for you 🙂 Thanks for visiting!

  13. 3esso

    You made me really enthusiastic to go there. I am really impressed by the different activities available there, especially the ‘theatre of the sea’. I just can’t imagine how cool it is to swim with the dolphins or sea lions. But let me ask you about your personal advice on accommodation. In your opinion, which hotel is overall the best option for accommodation?

    1. Leahrae (Post author)

      The Cheeka Lodge and Spa is the best one 🙂 Thanks for visiting Islamorada Vacations. Yes, they have a lot of activities to keep anyone happy…and busy !

  14. Zed

    You had me quite quickly, at the beginning! Islamorada… only the name calls upon the sweetest dreams and the wildest fantasies, let alone all what this destination boasts of pure pleasures, it’s definitely going to my “travel destinations bucket list”. It seems to be too touristy but with all the crazy fun stuff to see and do, it’s going to be one heck of a trip!

    1. Leahrae (Post author)

      Yes, it is a bit touristy, but in a really fun way! You would love it there I am sure! Thank you for visiting Islamorada Vacations.

  15. dawn oconnor

    wow so many beautiful places to visit. One day hopefully Ill be able to come and see some of these places. Winter coming on fast here in the UK now and I do like my sunny days xxx

    1. Leahrae (Post author)

      Thank you Dawn for visiting 🙂 Yes, and Florida is great year-round! The beaches are always open…come visit!


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