Drop Anchor

84959 Overseas Highway, Islamorada, FL 33036 United States (USA)
View Map Reservations: 1-800-219-2797
3 Star Property
24.9491639-80.5959652
+1-800-219-2797
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Check Current Prices






Standard prices by room type for the next 60 days

Rates shown are nightly rates before taxes and do not necessarily reflect all discounts available. The chart provides the cheapest public rates available by room type.

Local Attractions

Located just south of Key Largo, Islamorada is 18 miles long and less than one mile wide. It is made up of four main islands: Plantation Keys, Windley Key, Upper Matecumbe Key, and Lower Matecumbe Key. Legend claims that "Islamorada" means "Purple Isle, " and that the name was given to the area by Spanish explorers who noticed a purple hue to the coastline. The truth is the Islamorada was named "Island Home, " after the Pinder Family's sailboat. They settled here in the 1870s after the area was homesteaded. Even though Islamorada has changed since the days of pineapple plantations and turtle farming, it is still a quaint fishing village in many ways. Only now, Islamorada is known as the "Sport Fishing Capital of the World" because most world fishing records have been set here. Islamorada offers fishing in the backcountry, on the reef and offshore. Indeed, the wealth of fishing opportunities enables the area to support the largest concentration of charter fishing boats in the entire Florida Keys.
4.5 out of 5. Based on 881 guest reviews

Property Description

...on a golden sand beach, on the edge of the Atlantic Ocean... Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind.

Details / Other Expenses

Check In: 3:00pm
Check Out: 11:00am
Year of Last Renovation: 2006
Floors: 2
Rooms: 18
Corridors: All Rooms Have Exterior Hallways
Non Smoking Rooms: 18
Handicap Rooms:
Suites: 12
Meeting Rooms: 0
Policies / Expenses
Cancellation:
14 day cancellation requested. $50 booking fee more than 14 days. $Deposit retained if less than 14 days.
Nightly Parking: $0

Amenities / Features


  • Air conditioning
  • Alarm clock
  • Baggage storage facilities
  • Camping or barbeque facilities
  • Credit card accepted: Mastercard/Visa
  • Credit card accepted: American Express
  • Credit card accepted: Discover
  • Facilities for the disabled
  • Fax available
  • Handicap accessible
  • Ice Maker
  • Internet - wireless
  • Ironing facilities
  • Kitchenette in room
  • Non-smoking rooms
  • Private bathroom in room
  • Private car parking
  • Quiet location
  • Refrigerator
  • Self controlled heating/cooling system
  • Shop
  • Shower
  • Swimming pool - outdoor
  • Tea and coffee making facilities
  • Television
  • TV room
  • VCR or VCP

Airport & Shuttle Information

Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind.

Airport Shuttle? Sorry, no airport shuttle available.

Pet Friendly?

Service animals complying with ADA Title lll regulations are allowed.

Sorry, pets are not allowed.

Suggested AI Generated Itinerary

    Day 1

  • Breakfast: Midway Cafe & Coffee Bar - Start your day with a hearty breakfast and a cup of freshly brewed coffee. Located 0.8 miles from Drop Anchor.
  • Lunch: Lazy Days Restaurant - Indulge in a tasty lunch with a variety of seafood options. Located 1.2 miles from Drop Anchor.
  • Dinner: Morada Bay Beach Café - Enjoy a delicious seafood dinner while overlooking the beautiful beach. Located 1.5 miles from Drop Anchor.
  • Activity: Robbie's of Islamorada - Feed the tarpon and explore the marina for a fun-filled afternoon. Located 2.3 miles from Drop Anchor.
  • Day 2

  • Breakfast: The Green Turtle Inn - Enjoy a classic breakfast with a cozy atmosphere. Located 1.1 miles from Drop Anchor.
  • Lunch: Marker 88 Restaurant - Delight in a delicious lunch while enjoying panoramic ocean views. Located 4.5 miles from Drop Anchor.
  • Dinner: Islamorada Fish Company - Savor a mouthwatering dinner with a waterfront view and a wide selection of seafood dishes. Located 3.7 miles from Drop Anchor.
  • Activity: Theater of the Sea - Experience an interactive marine animal park with shows and exhibits. Located 5.2 miles from Drop Anchor.
  • Day 3

  • Breakfast: Hungry Tarpon Restaurant - Start your day with a hearty breakfast and watch the tarpon swim by. Located 1.8 miles from Drop Anchor.
  • Lunch: Islamorada Beer Company - Enjoy a casual lunch with craft beers and delicious bites. Located 2.6 miles from Drop Anchor.
  • Dinner: Chef Michael's - Treat yourself to a gourmet dinner with a fusion of flavors. Located 0.9 miles from Drop Anchor.
  • Activity: Indian Key Historic State Park - Explore the historic ruins and enjoy nature trails on this scenic island. Located 6.8 miles from Drop Anchor.

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FAQs about Drop Anchor

What time is check in?

Check in time is 3:00pm based on the hotel's local time. Early check in may be available if requested at the front desk on the day of check-in.

What time is check out?

Check out time is 11:00am based on the hotel's local time. Late check out may be available if requested at the front desk during your stay.

How many rooms does Drop Anchor have?

There are 18 sleeping rooms in the hotel.

Is there a pool at Drop Anchor?

Yes, there is a pool on-site at the property..

Testimonials:

Testimonials icon
"I wish I had know about this website sooner. I will be making good use of it in the next few months for other vacations I am planning w/my family." D.B. - New York City, NY

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