For the 50+ Traveler
Related:

Islamorada, a village made up of six of the Florida Keys, is located halfway between Miami and Key West. Whether you’re making the entire fabulous road trip from Miami to Key West or just heading here for a day trip from either end, Islamorada will provide you with plenty of fun, water sports, history, and succulent local food. Stroll around and visit the many sights at your leisure, or get in a bit of exercise by kayaking the Whale Harbor Channel. And Islamorada is unofficially known as the sport fishing capital of the world, so you should make time for some fishing, too. Islamorada is a particularly kid-friendly destination, so you can easily bring along the family.

The best time to visit is between March and May. Avoid the hurricane season, which peaks in August and September. If you’re driving the 90 minutes from Miami or Key West, you’ll pass lovely keys and bridges with the Gulf of Mexico on one side and the Atlantic Ocean on the other. A day of fun and adventure awaits!

A dolphin show at the Theater of the Sea in Islamorada.

Things To Do In Islamorada

Swim With Dolphins At The Theater Of The Sea

The family-owned Theater of the Sea is probably Islamorada’s best-known attraction. A sanctuary for bottlenose dolphins, sea lions, rays, and even parrots, the site protects the animals as well as educates and entertains visitors. You can swim and play with dolphins (always under the watchful eye of their caretakers), get close to sea lions and sea turtles, go on a boat tour of the lagoon, and much more. The grandkids in particular will be so delighted that they may refuse to leave!

The History of Diving Museum in Islamorada, Florida.

Learn All About Diving At The History Of Diving Museum

Islamorada is all about activities on, in, and under the water. Naturally, that includes diving. The History of Diving Museum is an incredible source of information about the underwater world, humankind’s attempts to explore it, and the techniques and equipment that have been used over the centuries. It also pays tribute to the Florida Keys’ protection of sea life and contributions to the sport of diving. A lot of special events and conferences take place here, so consult the schedule before you visit.

The Florida Keys History and Discovery Center in Islamorada.

Experience The History Of The Area At The Florida Keys History & Discovery Center

There is a lot more to the Florida Keys than lovely beaches and pretty fish. The history of the area is a long and interesting one, and there’s no better place to learn about it than the Florida Keys History & Discovery Center, located at the north end of the Islander Resort.

The second floor of the 7,500-square-foot building contains permanent exhibits on the First People of the area, the Spanish treasure fleets, pirates, Henry Flagler’s Over-Sea Railroad, and the devastating Labor Day hurricane of 1935. On the floor below are interactive libraries and other devices that will allow you and your grandkids to learn even more, all within the tropical gardens of the Islander Resort.

Anne's Beach in Islamorada, Florida.

Soak Up The Sun At Anne’s Beach

Named for local environmentalist Anne Eaton, Anne’s Beach is an absolute must during your day in Islamorada. The water is shallow, and the beach is white and soft and lined with mangrove trees. Swim or snorkel to your heart’s content, looking for octopuses and other fish. Dry off and walk along the wooden boardwalk through a natural wetland to get acquainted with the unique vegetation of the Florida Keys. There are picnic facilities, too, so bring a lunch basket if you’d like.

Look For Shipwrecks At Indian Key Historic State Park

This state park on a tiny island is only accessible by boat. In the 19th century, wrecking was a thriving business in the Florida Keys, and Indian Key was the center of a wealthy wrecking community. Rent a kayak to see the many ruins that are left, yet another part of the local history. Indian Key is also surrounded by an exceptional bed of seagrass, and the park’s purpose is to preserve it and the many birds that have made it their home.

Tarpon feeding at Robbie's of Islamorada.

Feed The Tarpon At Robbie’s Of Islamorada

You could easily spend all day at Robbie’s of Islamorada! The complex is best known for its tarpon feeding, an exciting experience that you can participate in. At the marina, you can arrange a fishing trip, rent a party boat, or indulge in a delicious tarpon sandwich and a Trailer Trash Bloody Mary or two. But there is so much to see and do in the area that you might want to limit your time at Robbie’s to the tarpon feeding.

Explore The Morada Way Arts & Cultural District

The six-block Morada Way Arts & Cultural District forms the only downtown district between Key West and Miami. You’ll find the Green Turtle Inn on one end and the Hurricane Monument on the other. Morada Way is the main road, so to speak, and the whole complex was created to provide artists and visitors a safe and inspiring environment. As a result, you can amble from one shop, stall, or studio to the next, admiring -- and perhaps buying -- works of art.

A fossil at Windley Key Fossil Reef Geological State Park.

Search For Fossils At Windley Key Fossil Reef Geological State Park

When workers were excavating for Flagler’s Over-Sea Railroad, they discovered a vast deposit of fossils. On a visit to this fascinating geological site, you’ll see fossilized coral and other ancient sea life embedded in what’s known as the Key Largo Limestone. There are also some red stripes in the quarry; these were formed by thousands of years of acid rain, which dissolved dust blown from the Sahara and deposited it here. That might be hard to believe, but visit the site, and you’ll learn about this fascinating aspect of the region’s history.

Kayak The Whale Harbor Channel

For a somewhat different adventure that not many visitors know about, make your way to Whale Harbor Marina and hire a kayak (or Jet Ski if you prefer). Head to the sandbar located on both sides of the Whale Harbor Channel. The sandbar is a fabulous place to see the ocean before you and Islamorada’s little islands behind you.

Tuna tacos at The Hungry Tarpon restaurant in Islamorada.

Best Restaurants In Islamorada

After exploring Islamorada’s sights and activities, you’ll want to enjoy the area’s food and drink. Seafood is naturally at the top of the list -- tarpon sandwiches and conch fritters are popular -- and of course, there’s Key lime pie for dessert.

Whale Harbor Restaurant might just be the best seafood buffet in the country. You can sit indoors, outdoors, or on the rooftop and enjoy all the specialties you can eat. Conch fritters, mussels, shellfish, oysters… you name it, they’ve got it. There’s no need to make a reservation -- just turn up when you’re hungry.

The Hungry Tarpon Restaurant in Robbie’s Marina is another great place to go for breakfast, lunch, or dinner. Try one of their signature dishes: tuna tacos, shrimp burritos, and lobster frittata. If you went fishing, they’ll even prepare your catch to your specifications.

Chef Michael’s Restaurant has been an Islamorada classic for more than 20 years. Of course they serve the finest seafood, but if you fancy a juicy steak, this is the place to go.

The Blond Giraffe Key Lime Pie Factory doesn’t really need any explaining. Suffice it to say that 173 items are on sale, from traditional Key lime pie to cookies and other sweet things.

Souvenir shops on the beach in Islamorada, Florida.

Where To Shop In Islamorada

You will certainly want to buy a souvenir to remind you of the great day (or days) you spent in Islamorada. Look for key rings, handbags, picture frames, and coasters decorated with seashells. You could also take home a small painting by a local artist. Stroll through the Morada Way Arts & Cultural District for the best selection.

A room at Moorings Village in Islamorada.

Best Hotels In Islamorada

If you’ve decided to stay overnight, we’ve got your covered -- Islamorada offers several great accommodations.

The Moorings Village is a tropical paradise. You can stay in a private cottage, lounge on a private beach, explore the gardens, and much more.

Less pricey but also very pretty and comfortable is the Postcard Inn Beach Resort. There’s even a tiki bar!

Pro Tip: Like all the Florida Keys, Islamorada is a pretty laid-back location. The best months to visit are March, April, and May, when it’s not too hot and humid. No matter when you visit, sunscreen is an absolute must. Bring shoes when visiting the parks, as well as insect repellent. When walking on the beach, be careful not to step into the crab holes.

Categories