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Drop Anchor













Drop Anchor

Staying at Drop Anchor, you’ll get an honest taste of what life is about in the laid back American Caribbean Islands called The Florida Keys – one of the most spectacular outdoor destinations in the world.

A Tropical Paradise

Most of our guests have been coming to Drop Anchor in Islamorada, Florida for years and consider the their home away from home.

Sand In Your Toes

Life at Drop Anchor is quiet and simple. You can do a lot, or if you choose, nothing at all.

The Atlantic Ocean At Night

Every moment at Drop Anchor can be a memory you’ll never forget! Your stay with us will truly be remarkable!

Your Perfect Retreat

Enjoy your stay at this hidden gem located in the Florida Keys.

Beach & Pool

A large open expanse of beach is available to all of our guests with quick access to the pool.

Sunny Days In Islamorada

Lushly landscaped grounds featuring aromatic jasmine, gardenia, native trees, a variety of tropical plants and colorful bougainvillea-a trademark of Drop Anchor.

Don’t Worry, Be Happy

Our Drop Anchor is colorfully styled in bright shades to bring out the tropical spirit in all of us. A little drop of paradise waiting just for you!

Poolside View

With a beautiful view of the ocean, the Drop Anchor pool deck is the perfect place to rest and relax any day of the year.

Overlooking The Atlantic

As a part of the current Drop Anchor renovation, a majority of our rooms will have plantation-style porches, colorful Bahama shutters and Plantation theme exteriors and interiors.

Your Special Event

From business gatherings and parties to location shoots and more, Drop Anchor can offer you a variety of themes and décors to compliment the occasion.

Life Was Meant For Adventure!

There’s so much to do in the Keys if you’re feeling adventurous! Visit one of the nearby attractions, restaurants, shopping locations, or fishing charters.

Sunrise At Drop Anchor

Watch beautiful sunrises from the beach, pool, or dockside and get ready for an a day of great Keys fun!