Hotel & Restaurant

Islamorada: Your Island Home Vacation Destination

Islamorada means “purple island” and includes 5 of the Florida Keys which are Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key, and Tea Table Key. Catch fish where the locals know to go with a fishing charter from A Lil Tail Charters! And when your day of fishing and fun is done, check out Islamorada’s restaurants and stay in one of its comfortable hotels.

Within a mile from “A Lil’ Tail Charters” there are an abundance of restaurants and hotels that offer reasonably priced accommodations and fare on any budget. A few restaurants even offer to cook and serve your catch of the day for your dinner party — a great way to show off your fishing skills. To make it easier to choose, we’ve listed some of our favorite Islamorada establishments on this page.

Food and spirits abound day and night in this little fishing town. Most resorts on Islamorada boast of beachfront or bayfront accommodations. End your day of memories on the high seas with dinner, drinks, and some much-needed relaxation.

Are you looking for a comfortable stay in Islamorada?

Check out our local hotel recommendation!

Conch On Inn

(305) 852-9309
103 Caloosa Street Mile Marker 89.5 Islamorada, Florida 33070
Conch On Inn Motel is designed to be your budget minded, pet friendly home in the Florida Keys. Our sunbathing area and gardens, with it’s tiki huts and barbeque grills, afford sunbathers and swimmers quiet pleasurable hours in the sun. Beautiful ocean reefs for scuba diving and snorkeling are just minutes away. We’re located in the “Sport Fishing Capital of the World” and there are many nearby charter boats for deep sea, back country and reef fishing. In fact Islamorada boasts one of the largest charter boat fleets in all of Florida. Come stay with us and enjoy our Island!
conchoninn.com

Oceanview Inn and Sports Pub

(305) 664-2556
84500 Overseas Hwy, Islamorada, FL 33036
This laid-back, tropical-themed hotel is 0.5 miles from Windley Key Fossil Reef Geological State Park and a 4-minute walk from the Theater of the Sea marine park.
Island-style rooms with tile floors feature minifridges, microwaves and wet bars, as well as private porches with paths to the pool. There’s an outdoor pool with a waterfall, a poolside barbecue pit and a sports pub and restaurant serving classic American fare and late-night bites.

Cheeca Lodge and Spa

305-664-4651 Toll Free: 800-327-2888
81801 Overseas Highway, Islamorada, FL 33036
An exhilarating tropical playground with the most beautiful private beach. Since 1946 this historic resort has enchanted guests with world-class fishing, lodging & gracious hospitality. Experience this lush oceanfront retreat in the Florida Keys.
www.cheeca.com

The Islander Resort

305-664-2031 Toll Free: 800-753-6002
82100 Overseas Highway, Islamorada, FL 33036
Classic 20-acre oceanfront pet-friendly resort an hour drive from Florida’s mainland with full kitchens, screened lanais, meeting space, gym, complimentary internet and Continental breakfast, two pools, 1,300-foot beach and fishing pier.
guyharveyoutpostislamorada.com

Amara Cay Resort

(305) 664-0073 Toll Free: (800) 426-7866
80001 Overseas Highway, Islamorada, FL 33036
Only 90 miles from Miami. At Islamorada’s casually elegant Amara Cay Resort, you can shed your shoes…shed your everyday cares…and relax at a Caribbean-flavored beachfront resort where your every want is richly satisfied.
www.amaracayresort.com

La Jolla Resort

(305) 664-9213
82216 US1 Hwy. Islamorada, FL 33036
Superior small lodging of the Florida Keys. Winner of the Islamorada beautification award for 2000. Bayfront efficiencies, villas, cottage and resort accommodations in the heart of Islamorada. Boat ramp and dockage, beach and freshwater pool.
www.lajollaresort.com

Kona Kai Resort, Gallery and Botanic Gardens

(305) 852-7200 Toll Free: (800) 365-STAY(7829)
97802 Overseas Highway, Key Largo, FL 33037
One of The Keys’ finest boutique beachfront resorts. Lushly landscaped, adults-only, pool, Jacuzzi, tennis court & more; only 11 rooms & suites. A Fodor’s Choice Selection 2009 – 2012. ‘One of the best places to stay in the Keys,’ – Fodor’s & Frommer’s.
www.kkresort.com

Anglers Reef Condos

82751 Overseas Highway, Islamorada, FL 33036
https://www.homeaway.com/vacation-rental/p186650

Hungry? We’ve got some great restaurant recommendations for you!

Bayside Gourmet

(305) 735-4471
The Bayside Gourmet of Islamorada is a family owned and operated establishment, priding ourselves on the most authentic preparations of classic and contemporary cuisine. All of our menu and specialty items are made from the freshest ingredients and hand prepared in our kitchen. If you do not see something you crave, please ask and we will prepare it for you if at all possible.
baysidegourmet.com

Lazy Days Restaurant

(305) 664-5256
79867 Overseas Highway, Islamorada, FL 33036
Spectacular oceanfront dining featuring ALL fresh local seafood. Full bar, menu also includes steak, chicken, pasta, seafood dishes. Will cook your catch! Open for lunch and dinner. Reservations are highly suggested.
Email: lazydaysindakeys@aol.com

Wahoo’s Bar and Grill at Whale Harbor

(305) 664-9998
83413 Overseas Highway, Islamorada FL, 33036
Their outdoor “Whale Tail” bar also offers the perfect vantage point to watch our famous fishing fleet return with the day’s catch and if you’ve had some luck on the water yourself, be sure to bring in your catch and we’ll do the cooking for you.
www.wahoosbarandgrill.com

Morada Bay and Pierre’s Restaurant

305-664-0604 and 305-664-3225
Mile Marker 81.5 (Bay Side), Islamorada FL 33036
Waterfront dining on the beach with amazing sunsets. Morada Bay is open for breakfast, lunch and dinner and Pierre’s is only open for dinner.
moradabay.com

Blue Water Tiki – The Islander Resort

(305) 664-2031
Mile Marker 82 (Ocean Side), Islamorada, FL 33036
Oceanfront dining with a breathtaking view. Full menu, fresh local seafood. We’ll cook your catch! Kid’s menu, bar, wine list, live music. Open for lunch and dinner.
guyharveyoutpostislamorada.com

Kaiyo

(305) 664-5556
81701 Old Hwy, Islamorada, FL 33036
Asian influenced cuisine including Sushi Bar. Open for dinner only. Catering available on premise or off. Small intimate gatherings or large affairs. Visit our Sister Restaurant The Green Turtle Inn for a wider array of innovative food and beverage menus.
www.kaiyokeys.com

Marker 88

(305) 852-9315
87900 Overseas Highway, Islamorada, FL 33036
40 year old landmark restaurant with indoor and bayside sunset dining. Award winning continental cuisine, fresh local seafood and the largest wine selection in the Keys. Live music at the Tiki Bar on the water. Open for lunch and dinner -reservations recommended. Email: marker88@myway.com
www.marker88.info