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Islamorada

Islamorada runs on fishing and the water. Boats head out from waterfront docks toward the reefs, while the Overseas Highway threads between the Keys.

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Featured Trip Itineraries

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Beach Vacay in Islamorada on a Budget🌴🍋‍🟩

Recommendations

Landmark4.6/5

Theater of the Sea

Dolphin shows fill this Islamorada marine park, alongside sea lion and parrot performances. In the lagoon, you can cool off while feeding parrotfish.

Landmark3.9/5

Anne's Beach

Welcome to Anne's Beach, a hidden gem nestled in the tropical paradise of Islamorada, FL! This beach is perfect for travelers seeking a mix of relaxation and adventure. With its crystal-clear waters, soft golden sand, and swaying palm trees, it's like stepping into a postcard. Don't miss the opportunity to snorkel amongst vibrant marine life or soak up the sun while enjoying a picnic on the shore. Get ready for an unforgettable beach experience!

Culture4.8/5

History of Diving Museum

Dive into adventure at the History of Diving Museum in Islamorada! This treasure trove showcases the evolution of underwater exploration with fascinating exhibits and quirky artifacts. From ancient diving gear to whimsical diving helmets, there’s a splash of fun for everyone. Located at 82990 Overseas Hwy, it’s a must-see pit stop that’ll make your heart race—no scuba gear required!

Landmark4.6/5

Indian Key Historic State Park

Islamorada's offshore state park preserves stone foundations from an 1800s ship-salvaging town. A short trail loops through mangroves on the uninhabited island.

Landmark4.5/5

Windley Key Fossil Reef Geological State Park

Ancient coral fossils show in this former quarry, where limestone was cut for the Overseas Railroad. Trails pass the quarry walls and old machinery.

Culture4.4/5

Rain Barrel Village

Welcome to Rain Barrel Village, a quirky and colorful roadside attraction in Islamorada, FL. Get ready to experience a slice of Florida Keys charm as you explore local art galleries, unique shops, and enjoy live music. Don't forget to snap a selfie with the massive rain barrels while you're here! It's a must-visit destination for all travelers seeking an unforgettable and whimsical adventure.

Shop4.6/5

Bass Pro Shops - World Wide Sportsman

Get ready for an angler's paradise at Bass Pro Shops - World Wide Sportsman in sunny Islamorada! This captivating store is a haven for outdoor enthusiasts, offering everything from top-notch fishing gear to trendy apparel. With its prime location in the Florida Keys, you'll feel the thrilling ocean breeze as you browse. Don't miss out on this unbeatable shopping experience for all your fishing needs!

Landmark4.5/5

Reef Runner Charters

Located in the sunshine paradise of Islamorada, Florida, Reef Runner Charters offers a thrilling ocean adventure you won't want to miss! With their friendly crew and top-of-the-line equipment, you'll embark on an unforgettable fishing experience. Catch some rays while reeling in the big ones, and get ready for a wild, fish-filled journey that will leave you with memories to last a lifetime.

Cafe$$$4.3/5

Cafe Moka Islamorada

Cafe Moka in Islamorada is a hidden gem nestled along the scenic Overseas Highway. Start your day right with their tantalizing gourmet coffee and bakery treats. You'll be transported to a tropical paradise with every sip. Don't forget to try their famous fluffy pancakes and mouthwatering sandwiches. It's the perfect spot to refuel and indulge in a little slice of coastal heaven.

Landmark4.5/5

Founders Park

Welcome to Founders Park in Islamorada! This hidden gem offers a beach, pool, sports courts, picnic areas, and more. Enjoy stunning views of the Atlantic Ocean while soaking up the sun or playing some volleyball. Don't forget to check out the amphitheater for live music and events. Perfect spot for a day of fun in the sun!

Eat$$$4.4/5

Lorelei Restaurant & Cabana Bar

Get ready to embark on a tropical culinary adventure at Lorelei Restaurant & Cabana Bar! Located in Islamorada, FL, this vibrant hotspot offers mouthwatering seafood dishes like coconut shrimp and scallop ceviche. Sip on a refreshing cocktail while soaking up the sun on their beachside cabanas. With its lively atmosphere and breathtaking views, Lorelei is a must-visit destination for any traveler seeking a taste of paradise!

Landmark4.9/5

Glass Bottom Boats of Islamorada

Embark on a thrilling adventure with Transparensea Glass Bottom Boat Tours! Witness the mesmerizing marine life through the crystal-clear glass bottom as you cruise along the stunning waters of Islamorada, FL. Located at Tarpon Booth on Overseas Hwy, this experience is a must for all ocean lovers. Don't miss out on this unforgettable tour!

Eat$$$4.7/5

Midway Cafe & Coffee Bar

Midway Cafe & Coffee Bar in sunny Islamorada is a tropical haven for caffeine enthusiasts and wanderlusters. Located on the picturesque Overseas Highway, this delightful spot boasts a vibrant menu of aromatic coffees, exotic teas, and scrumptious pastries. Sip a cup of joe while basking in the panoramic ocean views from their cozy patio. A pit stop you won't want to miss on your Floridian adventure!

Eat4.5/5

Robbie's of Islamorada

Located in Islamorada, Robbie's is a tropical paradise that brings out the adventurer in everyone. Picture yourself hand-feeding enormous tarpons, kayaking through stunning mangroves, or lazing on their white sandy beach. From epic fishing charters to jet ski tours, this place has it all. Don't forget to grab a delicious bite at their waterfront restaurant, where you can dine with an incredible view. Get ready for an unforgettable Florida Keys experience!

Eat$$$4.4/5

Lazy Days Restaurant

Islamorada seafood restaurant with tables right beside the water. Live music plays as diners eat, and the sunset stretches across the ocean.

Eat$$$4.4/5

Morada Bay

Bayside restaurant with an unobstructed water view and a broad canopy over the tables. At dinner, the sunset fills the open view across the water.

Eat$$$4.5/5

Green Turtle Inn

This Islamorada seafood restaurant serves breakfast, lunch and dinner, including conch chowder, barbecue and prime rib.

Eat$$$4.3/5

Islamorada Fish Company

Nestled in the vibrant Florida Keys, Islamorada Fish Company is a seafood lover's paradise. With a prime location on Overseas Highway, this lively eatery boasts a colorful ambiance that perfectly matches its coastal cuisine. Feast on fresh catches like succulent lobster and zesty fish tacos, all while soaking in the stunning ocean views. A tasty, beachside retreat for any hungry explorer.

Eat$$$4.3/5

Marker 88

Marker 88 in Islamorada, FL is a tropical paradise waiting to be explored! Situated by the sparkling waters of the Overseas Highway, this vibrant hotspot offers delicious seafood and refreshing drinks amidst a laid-back atmosphere. Kick back on their scenic patio, soak up some sunshine, and let the flavors and good vibes transport you to pure vacation bliss. Cheers to a memorable island escape!

Stays

Stay$$$$4.5/5

Islander Resort

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. Relax and enjoy beautiful views from fully furnished private porches or lanais. Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Enjoy on-site dining at Beachside Bar and Grill. Easily discover a variety of activities only minutes from the Islander Resort, including snorkeling and scuba diving. Enjoy deep-sea fishing, sailing or browsing the local shops, also only a short distance away.

Stay$$$4.7/5

Pines and Palms Resort

This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen. A living area with a cable TV is included in all units at Pines & Palms Resort. The traditionally styled units feature light colours and island decor. Most offer a private terrace with ocean views. Guests at Resort Palms & Pines have access to kayak and bike rentals, private boat docks and premium sport fishing areas. A covered cabana with a barbecue grill, fridge and sink is available for guest use. This resort is less than 1.6 km from Miss Islamorada Fishing Charters. The entrance to John Pennekamp Coral Reef State Park is less than 30 minutes’ drive away.

Stay$$4.45/5

La Jolla Resort

Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key. Free private parking is available on site. All rooms include a flat-screen TV. Every room comes with a private bathroom fitted with a shower. Extras include free toiletries and a hair dryer. There is a shared lounge at the property. This inn has a private beach area. You can engage in various activities, such as cycling and fishing. Theater of the Sea on Islamorada is 3.7 km from La Jolla Resort, while Windley Key is 4.3 km from the property. Anne's Beach is 11 minutes' drive.

Stay$$$3.95/5

Amara Cay Resort

This beachfront hotel is located in Islamorada, Florida and features transfer services within 6 km from the property. WiFi is included in the resort fee. Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. An on-site fitness centre is available, as well as a meeting space. A flat-screen TV, work desk, and safety deposit box comes standard in every guestroom. Bicycle rentals and luggage storage are offered on site. Sample a custom cocktail at the Tiki Bar. The History of Diving Museum is 4.9 km away. Guests will be 8 minutes’ drive from Anne’s beach. Windley Key Fossil Reef Geological State park is 8 minutes’ drive.

Stay4.9/5

The Caribbean Resort

This Islamorada resort has cottages and villas, with a pool steps from some houses. Guests launch kayaks and paddleboards onto the water.

Stay4.6/5

The Moorings Village

This Islamorada resort tucks cottages among orchids and tropical greenery, with porches facing the ocean. Weddings take place on the steps of Blue Charlotte.

Stay4.5/5

Casa Morada

Islamorada's waterfront hotel sits among lush tropical grounds, with a beach and pool along the shore. At sunset, colors spread across the water.

Stay4.4/5

Cheeca Lodge & Spa

Nestled in the tropical paradise of Islamorada, Cheeca Lodge & Spa is the ultimate retreat for sun-seeking adventurers. With its turquoise waters and swaying palm trees, this beachfront haven offers a tantalizing blend of luxury and laid-back charm. Unwind with a massage at the award-winning spa, sip cocktails by the pool, and indulge in mouthwatering seafood at the onsite restaurants. Let the good times roll at Cheeca Lodge & Spa!

Stay$$3.75/5

Creekside Inn

Ready for a tropical getaway? Creekside Inn Islamorada is your spot! Located in the Florida Keys, this cozy inn offers comfortable rooms, a refreshing pool, and easy access to beautiful beaches and exciting water activities. With its laid-back atmosphere and friendly staff, you'll feel right at home in paradise. Pack your sunscreen and get ready for a sun-soaked adventure!

Things To Do
Provided by

5/5

4 h

Half Day Private Charter

Our all inclusive package comes with a Unites States Coast Guard licensed captain with many years of experience, these captains have been hand picked by me to insure you have the ultimate time on the water, fuel and docking fees are also included. While you are enjoying your time at the sandbar we pull out the floaties, paddle board, and there will already be a cooler onboard with ice and water, you are more than welcome to bring your drinks of choice. We offer a half day charter out to an amazing Lighthouse with crystal clear water! (Weather pending)

$650.00

4.6/5

1 h 30 mins

1.5 Hour (20 miles) Waverunner Tour. See Mangrove Tunnels, 20 Islands & SandBar

Our tours start with an open ocean ride where you have a 15 minutes “FREEDOM RIDE” in a big open area. From there, we start our Jetski / Waverunner Tour by touring the following: World Famous Islamorada Sandbar Under the Whale Harbor Bridge MANGROVE TUNNELS Another 15 – 20 minute “FREEDOM RIDE” and a “DIP” (swim) on the calm water of the Gulf Side (Bay Side) where you will be surrounded by Mangroves Bud N’ Mary’s Marina Islamorada Coastline (ocean side) Long relaxing ride back to the marina Please note: Due to riding ability and water/weather conditions Tour might be adjusted.

$259.00

5/5

4 h

Half Day Private Boat Tour

Our private tours are guided by knowledgable USCG licensed captains. We take you through some of the most unique mangrove islands and channels in search for all the native wildlife such as dolphins, manatees, crocodiles, nesting birds, and more. We are located in the lower end of Islamorada allowing quick access to these mangroves islands as well as the ocean. We are pet friendly as well.

$900.00

4.9/5

3 h

Private 3-Hour Islamorada Sandbar Tour

Conch City Charters One-of-a-kind Tiki boat is the most fun and comfortable way to experience Islamorada from the water. Our A+ Captain is always ready to spot out wildlife, find the best anchor spot for you to enjoy the sandbar and help you make memories to last a lifetime. Four tower speakers ensure there is no competition to your music selection while our bench or stool seating guarantees maximum comfort. Enjoy the shade under our palapa to cool off while you rest your drink on our custom surfboard bar. Smaller kids and older adults will have no trouble getting in and out of the water with our huge 4 step ladder. Afterwards, rinse off with our freshwater shower as we cruise back to shore.

$500.00

4.8/5

2 h

Private 2 hour Mangrove Ecotour

Our private tours are guided by knowledgable USCG licensed captains who have background in Marine biology and environmental science. We take you through some of the most unique mangrove islands and channels in search for all the native wildlife such as dolphins, manatees, crocodiles, nesting birds, and more. Our boats are equipped to go places other boats are not, such as the no combustion zones. We are located in the lower end of Islamorada allowing quick access to these mangroves islands as well as the ocean. Show less

$525.00

4 h

Half Day Private Tour to Islamorada Alligator Reef and Sandbar

One of Islamorada’s best treasures, the sandbar and Alligator Reef Light House accessible by water Transportation is by boats you will see lounge chairs, barbecue grills, picnic table, umbrellas, all submersed in the water. The sandbar is a great spot for all ages, and even welcomes our four legged friends.

$700.00

5/5

1 h 30 mins

Private Islamorada Sunset Cruise

Look no further for the greatest sunset experience the Keys can give to you! Conch City Charters Tiki-style pontoon boat provides the most comfortable seating and deck space for you and your best friends or family. As we cruise through to the bay side of Islamorada, our Captain will point out any wildlife and show you some of our favorite sights through the channel. Once the bay opens up, our Captain will try to spot dolphins looking for dinner as he finds the best spot to anchor and watch the sun set. Don't blink! As you try to see the infamous Green Flash of the sun over the water :) On our way back to the dock, we'll turn on the disco ball and turn up your favorite jams so you can groove under the stars as you reminisce on your magical sunset

$350.00

5/5

4 h

4 Hour Private Ecotour and Snorkeling Boat Tour

$900.00

4/5

38' Private Boat Charter Rental - Islamorada W/Capt up to 13ppl

Our captains, boats, and fact we customize every trip to every clients dream day is what sets us apart and why we dominate other charter companies. There is a reason people stay at the Ritz-Carlton, though there is a motel 6 right up the road, and that's the type of experience we aim to provide. Discover the magic of Islamorada aboard a luxurious private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Bathroom ⇛ Bluetooth / AUX audio ⇛ Children's & Infant Life Jackets ⇛ Cooler / Ice Chest ⇛ Deck / Washdown Shower ⇛ Enclosed Cabin to escape the sun, weather, or just take a break ⇛ Large Sunpad to Sunbathe ⇛ Refrigerator ⇛ Stateroom for Infants & Children to Lay Down ⇛ Sunroof ⇛ Swim ladder Join us for a trip by booking today!

$899.00

5/5

8 h

Golden Glare Fishing Charter with Experienced Captain

Intently focused on the spring Tarpon migration in the upper Florida Keys and Everglades National Park. We still enjoy all the other outstanding fishing opportunities thru the rest of the year which ultimately hone our sightcasting and fishing skills. Constantly elevating our game and enjoying the fruits of our labor along the way!

$650.00

Half Day Christ of the abyss tour with Snorkel Equipments

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring Snorkeling to the Christ of the Abyss drive to Dry Rocks Reef, home of the World Famous Christ of the Abyss Statue

$700.00

5/5

2 h

2 Hour Sunset Eco-Cruise

Explore the last hours of daylight in nature by exploring the mangroves of Islamorada by boat with our expert guides in search for all the wildlife it hosts such as dolphins, manatees, crocodiles, nesting birds and more. Let us help you unwind and enjoy the beauty the Florida Keys is known for. This is the perfect cruise for celebrating an engagement, anniversary, birthday, and even just a wonderful day.

$525.00

3 h 30 mins

Sandbar and Sunset Cruise Combo Adventure

Experience the best of Islamorada with a one-of-a-kind adventure! Morada Mermaid is the ONLY local shared-party operator offering a combined Sandbar & Sunset Cruise, giving you the chance to experience two Florida Keys favorites in one unforgettable trip.

$133.75

5/5

1 h 30 mins

Private 1.5-Hour Airboat Tour of Miami Everglades

Our private, guided airboat tour offers your group a chance to experience the serenity of the Everglades in an intimate and exclusive setting.

$181.91

5/5

9 h

Kayak Trip & 3 hikes in Everglades National Park

This tour will allow you to experience the mysterious and iconic Everglades National Park on this small group (less than 12 guests) adventure led by a Biologist/Florida Master Naturalist. You will explore three unique habitats by hiking with your guide. This provides the opportunity to see rare orchids, alligators, birds, and other wildlife! You may choose between A 2 hour paddle on a kayak or a 90-Minute Boat Ride through the mangroves. These experiences will allow you to see diverse habitats as well as many plants and animals including wading birds, alligators, crocodiles, manatees, turtles and fish. In addition, a picnic lunch w/ vegan & vegetarian choices are included along w/ snacks and drinks throughout the day. We are one of only a couple of operators permitted to guide tours in Everglades National Park! Wild Lime Adventures is the highest rated eco tour company in South Florida and we pride ourselves with authentic, immersive and genuine (non-touristy) experiences!

$295.00

4.8/5

2 h 30 mins

Sarasota Clear Kayak Tour

Let's go on an adventure in a 100% clear kayak! Our experienced guides are naturalists + will take you on a kayak ecotour like no other! Paddle through the enchanted mangrove forests of Jim Neville Marine Preserve on the south end of Siesta Key in Sarasota, before exploring the white sands of Midnight Pass! Be on the lookout as we paddle along mangroves for dolphins, manatees + other marine life! We spend 20-30 minutes exploring the shores of this secluded beach paradise! Let your guide help you look for fossilized shark teeth + shells or take a dip in the aquamarine waters of the Gulf of Mexico! We then kayak back to our launch point but don't forget to look down for hermit crabs, crown conchs, whelks, small sharks + rays that you might see through the kayak! This tour does require an intermediate level of physicality as we do spend 2.5 hours in the sun adventuring!

$79.00

3.3/5

2 h

Sunset Tiki Tour in Venice and Siesta Key Florida

Set sail on the most unique tour in Florida: Sunsets and Megalodon Tales, a 2-hour sunset cruise through Venice, the Shark Tooth Capital of the World, while enjoying captivating tales of the prehistoric Megalodon and other legends of Sarasota. This unique Tiki Tour combines the beauty of a Florida sunset with engaging storytelling, making it a perfect outing for families, couples, or friends. Relax on comfortable seating, savor local pizza and snacks, and sip your favorite drinks as you drift along the Intracoastal Waterway. With knowledgeable guides sharing fascinating history, this tour provides both scenic views and an appreciation for the ocean's ancient giants, ensuring a memorable evening on the water. - Duration: 2 hours of scenic cruising and storytelling - Family-friendly tour suitable for all ages - Includes pizza, snacks, soft drinks, and stunning sunset views - Comfortable shaded seating with Tiki music and knowledgeable guides - Marine head (bathroom)

$99.00

3/5

2 h

Astonishing Scavenger Hunt: The Strawberry Capital

Let’s Roam is the top app-led adventure hunt company! Explore the best landmarks and hidden gems, answering trivia questions and tackling fun challenges along the way. Team up or compete against your friends as you discover new facts and create unforgettable memories. Let’s Roam Adventure Hunts are perfect for any occasion—whether it’s an everyday outing, a bachelorette party, a birthday celebration, or a corporate team-building event! Each player picks an interactive role, with challenges that vary by person.

$12.31

4.9/5

2 h

Weeki Wachee Clear Kayak Ecotours Manatee Season - November 14th-March 31st

Explore one of Florida's most scenic waterways from a 100% clear kayak! Grab your window seat to a view like no other with the opportunity to hopefully spot a manatee or two or even 30 on our coldest mornings during manatee season! We foster a commitment to education, stewardship and responsible ecotourism so learn about manatees from our team of Guardian Guides, the only company on the Weeki Wachee River certified by Save the Manatees Club! Riding in a clear kayak has the advantage of greater visibility of manatees and their underwater world! These large aquatic mammals call the Weeki Wachee River + surrounding waterways home all year long but during cooler months more manatees use the Weeki Wachee and surrounding waterways as their warm water winter habitat (November 14-March 31st).