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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