Islamorada Vacations

Islamorada Key is comprised 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. Visit 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 you have ever had. Our Islamorada Vacations guide will help you start your adventure. View the beautiful beaches of Key Largo and the Florida Keys here.

Islamorada Weather – When to Visit

The month of April is a great month to visit Islamorda when temperatures are hot but hotels are cheaper. Average temperatures are in the low 80’s.   Most vacation to Islamorada in March. This is the busiest time so make sure to book your accommodation early. The Christmas week (December 23rd to January 6th), February 17th – 25th (President’s Week) as well as the Easter week (March 31st to April 8th) are also busy times that you should avoid if you don’t like crowds.

Islamorada Attractions

This image has an empty alt attribute; its file name is History-of-Diving-Museum-300x141.jpgHistory of Diving Museum

Enjoy a day with the family at The History of Diving Museum! like Captain Nemo and his crew as you navigate through the maze of exhibits and relive the international story spanning over 4,000 years of “man’s quest to explore under the sea”. Experience the thrill of discovery as you lift a silver bar from a sunken Spanish galleon in the treasure room! Marvel at the vast breakthroughs in development and ingenuity throughout the ages, as well as the contributions from pioneer women divers. Learn how diving technology has contributed to marine science, underwater photography and treasure hunting.

This image has an empty alt attribute; its file name is Theater-of-the-Sea-300x169.jpgTheater 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.

This image has an empty alt attribute; its file name is Indian-Key-State-Historic-Site-300x124.jpgIndian Key State Historic Site

In 1836, Indian Key became the first county seat for Dade County. At that time, this tiny island was the site of a lucrative business-salvaging cargo from shipwrecks in the Florida Keys. Accessible only by canoe or kayak, visitors go to swim, sunbathe, hike and to go fishing. Boat and kayak rentals are available from Robbie’s Marina at (305) 664-9814.

This image has an empty alt attribute; its file name is Windley-Key-Fossil-Reef-Geological-State-Park-300x179.jpg Windley Key Fossil Reef Geological State Park

Visitors can walk along eight-foot-high quarry walls to see cross sections of the ancient coral and learn about the quarry and its operation- an important part of Florida’s 20th century history. Samples of the quarry machinery have been preserved at the park. Enjoy the natural attributes of this island while strolling five short, self-guided trails. Picnic tables are available. The Visitor Center, open Friday through Sunday, 9:00 a.m.-5:00 p.m., features educational exhibits about the history of this site.

This image has an empty alt attribute; its file name is Michelle-Nicole-Lowe-Art-Gallery-300x188.jpgMichelle Nicole Lowe Art Gallery

Michelle’s art has a tropical theme as she hopes to share her love of the Caribbean through her paintings.  Michelle paints marine life of every kind- turtles, fish, pelicans, herons, osprey, coral, lobster!  She is inspired by many scuba diving excursions and snorkeling in Islamorada, the Florida Keys, the Bahamas and anywhere there are reefs.

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Things to Do in Islamorada
A Family Fun Boat Tour Company

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  Web:  A Family Fun Boat Tour Company.

KAY 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.  Telephone:  305-393-0398  Web:  Kay K IV Sport Fishing Charters.

Key Largo Adventures

Capt. Charlie Filpes offers a sensational private, All-Inclusive boating adventure in the Upper Keys.  They offer an impressive variety of amenities aboard the “TIKI TIKI” which will thrill even the biggest of water sports enthusiasts.  They offer snorkeling, paddle boarding, fishing, kayaking, BBQ lunch on the sand bar, kayaking, shark encounters and Eco education.  Telephone:  305-975-4885  Web:  Key Largo Adventures.

A1A Watersports

A1A Watersports 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.  Telephone:  305-664-8182  Web:  A1A Watersports.

Bay & Reef

Join the Bay and Reef Company to fish, snorkel, tour, and explore the Everglades on your custom boat tour in the Florida Keys.  They specialize in creating custom charters for you and your family.  Create a custom trip including fishing, snorkeling, eco-touring in the Everglades National Park, picnicking, sunning, or swimming.  Telephone:  305-393-1779/0994  Web:  Bay & Reef 

Best Islamorada Restaurants

Chef Michaels  $31 – 60

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!  Telephone:  305-664-0640  Web:  Chef Michaels.

Lazy Days Restaurant  $11 – 30

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.  Telephone:  305-664-5256  Web:  Lazy Days Restaurant.

M.E.A.T. Eatery and Taproom  $11 – 30

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.  Telephone:  305-852-3833  Web:  M.E.A.T. Eatery and Taproom.

Islamorada Shrimp Shack  $11 – 30

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.  Telephone:  305-664-8433  Web:  Islamorada Shrimp Shack.

Morada Bay Beach Cafe  $11 – 30

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.  Telephone:  305-664-3225  Web:  Morada Bay Beach Café.

Best Islamorada Bars & Nightlife

Florida 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.  Telephone:  305-916-5206  Web:  Florida Keys Brewing Company.

The 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.  Telephone:  305-664-8052  Web:  The OceanView Pub & Sports Bar.

Bumby’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.  Telephone:  305-509-7561  Web:  Bumby’s.

Lorelei 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.   Telephone:  305-664-2692  Web:  Lorelei Cabana Bar & Restaurant.

Hog Heaven Sports Bar & Grill

Happy hour that can’t be beat here with 21 flat-screen televisions.  Hog Heaven has both indoor and outdoor waterfront bars and dining.  And 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.  Telephone:  305-664-9669  Web:  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.

Cheeca Lodge & Spa


Their rooms and suites exude elegance and a casual ease that welcome any traveler. Discover a relaxed atmosphere honed over decades of glamorous guests and generations of family retreats. The 214 rooms and suites are an oasis of relaxation and comfort for unforgettable Islamorada lodging.

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.

The Moorings Village


The Moorings is home to an 18-acre beachfront oasis in Islamorada. Tropical, tranquil and untouched, the former coconut plantation boasts over 800 palms, swimming pool, fitness center and spa.

Drop Anchor


Each room is individually designed with a tropical flair befitting the unique island spirit of the fabulous Florida Keys. They offer just 18 fresh, updated rooms with charming amenities and comfort is one of their top priorities. Enjoy the beautiful pool and private beach surrounded by tropical flora, with relaxing sitting areas and hammocks under tall palms. There is also an Oceanside dock and private boat ramp for guests.


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30 Comments

  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.

    sophie64

    Reply
    1. Leahrae (Post author)

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

      Reply
  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!

    Reply
    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!

      Reply
  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,
    Patrick

    Reply
    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!

      Reply
  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.

    Reply
    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!

      Reply
  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!!

    Reply
    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.

      Reply
  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

    Reply
    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!

      Reply
  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.

    Reply
    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!

      Reply
  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 🙂

    Reply
    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!

      Reply
  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.

    Reply
    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!

      Reply
  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!

    Reply
    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.

      Reply
  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.

    Reply
    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!

      Reply
  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.

    Reply
    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!

      Reply
  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?

    Reply
    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 !

      Reply
  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!

    Reply
    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.

      Reply
  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

    Reply
    1. Leahrae (Post author)

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

      Reply

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