Downtown Islamorada, Florida

Discover shopping, dining, and accommodation in downtown Islamorada.

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Shop Downtown Discount Card

ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Pelican Cove Resort & Marina

84457 Overseas Highway

Islamorada, Florida

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82

Islamorada, Florida

Harbor Lights

84951 Overseas Hwy

Islamorada, Florida

The Islamorada Resort

80001 Overseas Hwy

Islamorada, Florida

Drop Anchor Resort and Marina

84959 Overseas Highway, 222

Islamorada, Florida

Islander Bayside Resort

81450 Overseas Highway

Islamorada, Florida

Postcard Inn at Holiday Isle

84001 Overseas Hwy

Islamorada, Florida

Pines & Palms Resort

80401 Old Hwy

Islamorada, Florida

Chesapeake Beach Resort

83409 Overseas Hwy

Islamorada, Florida

Days Inn Islamorada Oceanfront Resort

82749 Overseas Hwy

Islamorada, Florida

The Moorings Village and Spa

123 Beach Rd

Islamorada, Florida

Islander Resort, a Guy Harvey Outpost

82100 Overseas Highway

Islamorada, Florida

Coconut Cove Resort and Marina

84801 Overseas Highway

Islamorada, Florida

La Siesta Resort & Marina

80241 Overseas Highway

Islamorada, Florida

Hotel Tips

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

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.

Things To Do

Islamorada thanks the collection of small business owners who devote their time and energy to make shopping downtown a great experience. Inventory offered downtown is shopped by the merchant buyer to bring the best products to your neighborhood.

Islamorada brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Islamorada hosts several events per year for your listening enjoyment but visit your piano shop to learn how to play and possibly purchase your grand, upright or digital piano. Don't forget the specialty work involved such as tuning and moving which are performed by skilled technicians.

Why Do You Love Downtown?

Jackie Avery

I love supporting locals, the view, and atmosphere!

DONNA LIGON

I've never been there but I love small town Main Streets

Paul

I just love the small town vibe.

Shawna Moore

I like the old school charm and love supporting the local merchants!

Aimee Cavill

Love to wander through this beautiful town and I love the wineries!

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