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Islamorada
Drop Anchor Resort & Marina
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75 photos
Drop Anchor Resort & Marina Islamorada Exterior photoDrop Anchor Resort & Marina Islamorada Exterior photoDrop Anchor Resort & Marina Islamorada Exterior photo
Book on our site
up to 10% cheaper
than Booking.com
Check rooms and rates
From240US$ /night
Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

84959 Overseas Highway, Islamorada, Florida, United States, 33036
-
Near Windley Key Fossil Reef Geological State Park
Very good
7.9
8.5
/10
4.1
4.2
/5

Location

Drop Anchor Resort & Marina is situated on the shores of the Florida Keys, offering easy access to the scenic waterways and vibrant marine life. Guests can enjoy proximity to local attractions like the Theater of the Sea, a short drive away. The resort's location allows for water sports activities right at the doorstep.

Rooms

The hotel offers spacious rooms equipped with kitchenettes, providing the convenience of meal preparation. Each room features stunning waterfront views, letting guests relax with picturesque scenery. Options include a mix of efficiency studios and one-bedroom suites to accommodate various group sizes.

Dining

Drop Anchor Resort & Marina includes on-site dining at the Sunset Grille, offering fresh seafood and a full bar experience. Guests can savor meals while enjoying sunset views over the marina. The Grille provides a casual atmosphere, perfect for unwinding after a day of activities.

Entertainment

The resort features a variety of recreational activities, including a private sandy beach for sunbathing and swimming. Charter fishing trips can be easily arranged, offering opportunities for deep-sea fishing experiences. The hotel also has facilities for guests to enjoy paddleboarding and kayaking.

Amenities

Drop Anchor Resort & Marina provides a relaxing atmosphere with an outdoor pool overlooking the water. Guests have access to a laundry room, making longer stays more convenient. The property is pet-friendly, allowing guests to bring their furry companions along for their stay.

Highlights

Location: Florida Keys with waterfront access

Rooms: Efficiency studios and one-bedroom suites

Dining: On-site dining at Sunset Grille

Entertainment: Private sandy beach and charter fishing trips

Must-do experiences

  • Swim with dolphins at Islander Watersports for a memorable adventure.
  • Savor fresh key lime pie at Mrs. Mac's Kitchen, a local favorite.
  • Explore the Historic Virginia Key Grassroots Park for a serene escape.
  • Visit the Florida Keys History and Discovery Center for local insights.
  • Enjoy sunset views at Morada Bay Beach Cafe for a perfect ending.
View all

Select your room type

Drop Anchor Resort & Marina offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Standard Room Double Queen
Standard Room Double Queen
2 persons
250 sq. feet 
2 Double beds
Shower
Coffee machine
room details
Standard Room Single Queen
Standard Room Single Queen
2 persons
250 sq. feet 
1 Double bed
Shower
Air conditioning
room details
Family Suite
Family Suite
2 persons
250 sq. feet 
2 King Size Beds
Shower
Balcony
room details
Ocean Front King Suite Full Kitchenette
Ocean Front King Suite Full Kitchenette
2 persons
250 sq. feet 
1 King-size bed and 1 Sofa bed
Shower
Air conditioning
room details
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Drop Anchor Resort & Marina offers amenities for your comfortable stay and unforgettable experiences
Facilities: Very good
7.9/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • Parking
  • Safe deposit box
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Private beach
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Water sports
  • Golf course
  • Fishing

Guest Parking

  • Cookware/ Kitchen utensils

Services

  • Housekeeping

Dining

  • Picnic area/ Tables

Business

  • Business centre
  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Toys

Spa & Leisure

  • Saltwater pool
  • Heated swimming pool
  • Beach access
  • Beach umbrellas
  • Sun loungers
  • Pool with view
  • Shallow end

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Patio
  • Garden furniture
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Free toiletries

Self-catering

  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
Show more

Drop Anchor Resort & Marina Location

84959 Overseas Highway, Islamorada, Florida, United States, 33036
Map view
84959 Overseas Highway, Islamorada, Florida, United States, 33036
City landmarks
Museum
History of Diving Museum
2.0 mi
Island
Windley Key
2100 ft
Landmark
Rain Barrel Village
1.7 mi
Marina
Whale Harbor Marina
1.3 mi
Landmark
Rain Barrel Sculpture Gallery
1.7 mi
Park
Founders Park
2.0 mi
Landmark
Crossland Gallery
1.4 mi
Park
Founders Park Beach
1.9 mi
Park
Islamorada
2.0 mi
Landmark
Cowpens Anchorage
2.4 mi
Gallery
Lobster Trap Art Gift Shop and Gallery
2.8 mi
Museum
Florida Keys History and Discovery Center
2.8 mi
Island
Upper Matecumbe Key
3.2 mi
Landmark
Keys History & Discovery Center
2.8 mi
Gallery
Michelle Nicole Lowe Art Gallery
3.1 mi
Monument
Hurricane Monument
3.3 mi
Landmark
Hen and Chickens
3.1 mi
Landmark
In the Doghouse Art Studio
3.2 mi
Gallery
Pasta Pantaleo Signature Gallery
3.5 mi
Gallery
Gallery Morada
3.5 mi
Landmark
Indian Key State Historic Site
3.9 mi
Nearby
Mile Marker 84.5 Windley Key
Windley Key Fossil Reef Geological State Park
1100 ft
Restaurants
Island Grill
2400 ft
85501 Overseas Hwy
Nicky's Grill
2800 ft
84721 Overseas Hwy
Explore Islamorada
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Windley Key
8 minutes walking
Windley Key offers scenic trails and rich fossil history, perfect for nature enthusiasts.
History of Diving Museum
4 minutes drive
This museum showcases the evolution of diving and features engaging exhibits and historical artifacts.
Rain Barrel Village
30 minutes walking
A unique outdoor shopping destination with local crafts, art, and iconic sculptures to explore.
Whale Harbor Marina
25 minutes walking
A beautiful marina offering fishing charters and waterfront dining, providing a quintessential Florida Keys experience.
Kayaking Tours
10 minutes drive
Guided kayaking tours through mangroves offer a relaxing way to enjoy the stunning landscapes.
Fishing Charters
25 minutes walking
Thrilling fishing charters from local marinas cater to all skill levels, perfect for adventure seekers.
Yoga on the Beach
10 minutes drive
Beach yoga sessions provide relaxation and rejuvenation with stunning ocean views.
Island Grill
9 minutes walking
A casual vibe with fresh seafood and tropical cocktails, known for its waterfront views.
Nicky's Grill
11 minutes walking
Local favorite for burgers and comfort food; offers a relaxed atmosphere and outdoor seating.
The Islander Watersports
10 minutes drive
Offering water sports activities and rentals. Great for families and groups seeking fun.
Morada Bay Beach Cafe
10 minutes drive
Known for live music nights and beach bonfires, this cafe provides a lively atmosphere for all ages.
Getting around
City Centre
Islamorada7 min  ·  2.7 mi
Bus
Bus stop5 min  ·  1.9 mi
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Property information and rules
Check-in
from 15:00-20:00
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are allowed on request.
Number of rooms:
18
Former name
drop anchor resort and marina

Reviews and Ratings

Feedback about Drop Anchor Resort & Marina from previous guests about their experience.
Review score
Based on 331 verified reviews
7.7/10
Very good
73%
Recommend
Cleanliness
8.1/10
Comfort
8.3/10
Facilities
7.9/10
Free Wi-Fi
8.4/10
Location
8.7/10
Staff
8.5/10
Value for money
7.6/10
Guest reviews
based on 356 reviews
7.9/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Drop Anchor Resort & Marina
What is the check-in and check-out policy at Drop Anchor Resort & Marina?
Check-in is at 15:00 and check-out is at 11:00.
How far is Drop Anchor Resort & Marina from Theater of the Sea?
Drop Anchor Resort & Marina is just a 9-minute walk from Theater of the Sea.
What amenities are available at Drop Anchor Resort & Marina?
The resort features a heated saltwater pool, barbecue facilities, and outdoor dining areas.
What room amenities does Drop Anchor Resort & Marina offer?
Rooms at the resort include a microwave, refrigerator, coffee-making facilities, and a flat-screen TV.
Does Drop Anchor Resort & Marina provide beach access?
Yes, the resort has direct beach access with sun loungers and beach umbrellas.
Is free parking available at Drop Anchor Resort & Marina?
Free public parking is available on-site without the need for a reservation.
What recreational activities can guests enjoy at Drop Anchor Resort & Marina?
Guests can enjoy kayaking, paddleboarding, fishing, and lounging by the beach or pool.
How far is Drop Anchor Resort & Marina from Indian Key Historic State Park?
The resort is located 11 km from Indian Key Historic State Park.
What kind of views can guests expect from their accommodations at Drop Anchor Resort & Marina?
Most rooms offer views of the courtyard, and some feature balconies and terraces.
Does Drop Anchor Resort & Marina provide any business services?
The resort includes a business center for guest use.
What languages are spoken by the staff at Drop Anchor Resort & Marina?
The staff primarily speaks English.

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
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