Drop Anchor

84959 Overseas Highway, Islamorada, FL 33036 United States (USA)

View Map Reservations: 1-800-219-2797 Group Sales: 1-800-906-2871

3.0 Star Property

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Very Good

4.5/5

Based on 881 guest reviews

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Includes an outdoor pool
18 sleeping rooms in hotel
2 floors in property
12 suites in property
Check in: 3:00pm
Check out: 11:00am
Group score of 7.5/10

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Adults

Children

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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.

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Room Types

Check Rates1 King Bed Resort View Accessible

Non-Smoking

Check RatesAccessible Room 1 Beds King Size

Non-Smoking

Check RatesAccessible Room with King Bed and Resort View

Non-Smoking

Check RatesDeluxe Double Room

Non-Smoking

Check RatesDeluxe Double Room Single

Non-Smoking

Check RatesDouble Queen

Non-Smoking

Check RatesDouble Room Queen Bed Resort View

Non-Smoking

Check RatesFamily Suite

Non-Smoking

Check RatesFamily Suite Oceanfront Kitchen

Non-Smoking

Check RatesFamily Suite Queen Bed Resort View Kitchen

Non-Smoking

Check RatesFamily Suite#single

Non-Smoking

Check RatesJunior Suite Mini Suite 1 Beds King Size

Non-Smoking

Check RatesKing Room Disability Accessible

Non-Smoking

Check RatesKing Suite with Ocean View

Non-Smoking

Check RatesKing Suite with Ocean View Single

Non-Smoking

Check RatesOcean Front King Suite Full Kitchenette

Non-Smoking

Check RatesOcean Front King Suite Full Kitchenette Single

Non-Smoking

Check RatesOcean Front Room with Queen Bed

Non-Smoking

Check RatesOcean View Double Queen Kitchen and Private Balcony

Non-Smoking

Check RatesOcean View Double Queen Room

Non-Smoking

Check RatesOcean View Double Queen Room 2 Queen Bed

Non-Smoking

Check RatesOcean View Double Queen with Kitchen and Private Balcony

Non-Smoking

Check RatesOcean View Double Queen with Kitchen and Private Balcony 2 Queen Bed

Non-Smoking

Check RatesOceanfront Family Suite with Kitchen

Non-Smoking

Check RatesOceanfront Family Suite with Kitchen 1 King Bed 2 Twin Bed 1 Futon

Non-Smoking

Check RatesOceanfront King Suite with Beach Walkout and Kitchen

Non-Smoking

Check RatesOceanfront King Suite with Beach Walkout and Kitchen 1 King Bed

Non-Smoking

Check RatesOceanfront King Suite with Kitchen and Private Balcony

Non-Smoking

Check RatesOceanfront King Suite with Kitchen and Private Balcony 1 King Bed

Non-Smoking

Check RatesOceanfront Queen Room

Non-Smoking

Check RatesOceanfront Queen Room 1 Queen Bed

Non-Smoking

Check RatesPackage 1 Resort View ADA Accessible King Room 1 King Bed

Non-Smoking

Check RatesPackage 2 Resort View Queen Room with Kitchen and Private Porch 1 Queen Bed

Non-Smoking

Check RatesPackage 3 Oceanfront Queen Room 1 Queen Bed

Non-Smoking

Check RatesPackage 4 Ocean View Double Queen with Kitchen and Private Balcony 2 Queen Beds

Non-Smoking

Check RatesPackage 5 Ocean View Double Queen Room 2 Queen Beds

Non-Smoking

Check RatesQueen Bed Oceanfront

Non-Smoking

Check RatesQueen Queen Ocean View

Non-Smoking

Check RatesQueen Queen Ocean View Balcony Kitchen

Non-Smoking

Check RatesQueen Room with Sea View

Non-Smoking

Check RatesQueen Room with Sea View Single

Non-Smoking

Check RatesResort View ADA Accessible King Room

Non-Smoking

Check RatesResort View ADA Accessible King Room 1 King Bed

Non-Smoking

Check RatesResort View Queen Family Suite with Kitchen

Non-Smoking

Check RatesResort View Queen Family Suite with Kitchen 1 Queen Bed 1 Double Bed 1 Sofa Bed

Non-Smoking

Check RatesResort View Queen Family Suite with Kitchen 1 Queen Bed 1 Double Bed and 1 Queen Sofa Bed - Free Sel

Non-Smoking

Check RatesResort View Queen Room Kitchen and Private Porch

Non-Smoking

Check RatesResort View Queen Room with Kitchen and Private Porch

Non-Smoking

Check RatesResort View Queen Room with Kitchen and Private Porch 1 Queen Bed

Non-Smoking

Check RatesSingle Queen

Non-Smoking

Check RatesSingle Queen Single

Non-Smoking

Check RatesStandard 1 Beds King Size

Non-Smoking

Check RatesStandard 1 Beds Queen Size

Non-Smoking

Check RatesStandard Room, King or Two Doubles

Non-Smoking

Check RatesSuite

Non-Smoking

Check RatesSuite King Bed Ocean Front Balcony Kitchen

Non-Smoking

Check RatesSuite Single

Non-Smoking

Check RatesWalkout Beach Suite King Bed Ocean Front Kitchen

Non-Smoking

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.

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Drop Anchor

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Miles

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Verified Reviews of Drop Anchor

Below are the verified reviews from guests that we have booked recently:

"Not Likely"

Overall Score3.0/ 5

Room was clean. Bird picked on window all evening no hot water shelf on wall by bath doorway hit my head and have a knot.

Linda A. (Individual traveler, booked 1 room), from

07-May-2025 Verified Review, stayed from Wed Apr 30 to Thu May 01 2025 at a $150.99 average nightly rate.

4.5 out of 5. Based on 881 guest reviews

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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.