Downtown Islamorada, Florida
Discover shopping, dining, and accommodation in downtown Islamorada.
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Hotels
Islander Bayside Resort
81450 Overseas Highway
Islamorada, Florida
The Moorings Village and Spa
123 Beach Rd
Islamorada, Florida
The Islamorada Resort
80001 Overseas Hwy
Islamorada, Florida
Chesapeake Beach Resort
83409 Overseas Hwy
Islamorada, Florida
Drop Anchor Resort and Marina
84959 Overseas Highway, 222
Islamorada, Florida
Days Inn Islamorada Oceanfront Resort
82749 Overseas Hwy
Islamorada, Florida
La Siesta Resort & Marina
80241 Overseas Highway
Islamorada, Florida
Islander Resort, a Guy Harvey Outpost
82100 Overseas Highway
Islamorada, Florida
Coconut Cove Resort and Marina
84801 Overseas Highway
Islamorada, Florida
Postcard Inn at Holiday Isle
84001 Overseas Hwy
Islamorada, Florida
Harbor Lights
84951 Overseas Hwy
Islamorada, Florida
Pelican Cove Resort & Marina
84457 Overseas Highway
Islamorada, Florida
Pines & Palms Resort
80401 Old Hwy
Islamorada, Florida
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82
Islamorada, Florida
Hotel Tips
Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.
Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.
Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.
Things To Do
Islamorada makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.
Islamorada can warm you up on a cloudy day or simply offer your daily perk by visiting your local coffee shop. Quality, purity and punch are targeted with coffee beans curated globally and locally roasted while being served fresh as it is made right in front of you. Order up!
Islamorada offers on-the-go dining when you visit your favorite food truck. Pick up some corn tortilla tacos with freshly made pico with a fresh squeeze of lemon to give your day a boost. Food trucks can offer a wide variety of niche ethnic blends.
Why Do You Love Downtown?
Alison Barlow
Charming, lovely downtown. Love the antique shops!
Tammy Benson
Shopping eating and site seing
Laura
Very charming.
kelly jordan
shops and food
Jennifer Birmingham
Love all the local shops.
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