The Ultimate Islamorada Experience Giveaway

The Ultimate Islamorada Experience Giveaway

Islamorada Times is 50K strong on Instagram! To celebrate our awesome followers and the online community we’ve created together, Islamorada Times is giving one lucky winner and their family or group the chance to experience the absolute best Islamorada has to offer. Our Ultimate Islamorada Experience Giveaway includes a one-week stay complete with complimentary dining and activities. Total package value is 4200.00.

Islamorada is the hidden gem of the Florida Keys. Equidistant between Miami and Key West, our fishing town boasts some of the best restaurants and outdoor/water sport activities. From fishing to paddle boarding to happy hours, beach-goers, families, adventures and everyone in between will be thrilled with Islamorada’s offerings.

We’ve teamed up with the best of the best in Islamorada to offer what we believe to truly be The Ultimate Islamorada Experience. Thanks to our partners, the package includes:


One-week stay at a single family home in the beautiful, gated Angler’s Reef community. Amenities include: 2 bedrooms, 2 ½ baths, resort style swimming pool, private beach and marina. Provided by Islamorada Waterfront Rentals.

Anglers reef 1


Breakfast or lunch at the Hungry Tarpon waterfront restaurant. One of the coolest waterfront restaurants to enjoy a great meal. Provided by Robbie’s Marina.

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One dining experience at one of the following restaurants: Limoncello, Nikia Sushi Lounge, Tiki Bar, or Atlantic’s Edge – all located at the legendary Cheeca Lodge. See the History of Islamorada through the iconic pictures that line the walls of the lobby and take a stroll on the famous Cheeca Fishing Pier. Provided by Cheeca Lodge & Spa.


One dining experience to enjoy waterfront lunch or dinner. The Big Chill features one of the most impressive dining and entertainment experiences in The Florida Keys. Provided by Jimmy Johnson’s Big Chill in Key Largo.  

Jimmy Johnson 4

Enjoy a dining experience featuring Steaks, Chops, or Seafood. Ziggie & Mad Dog’s is an Islamorada landmark and one of the best steakhouses in all the Florida Keys. Provided by Ziggie & Mad Dog’s.

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Half day private finishing charter. Capt. Matt Bellinger offers charters to suit your needs. Whether you are looking for a laid back day on the water or a hard charging fish ‘til you drop kind of experience, look no further than Bamboo Charters for a great day out on the water. Provided by Bamboo Fishing Charters.

Bamboo Charters

Snorkeling trip on the Happy Cat and a gift certificate to use on one of the many other activities at Robbie’s Marina. Don’t forget to feed the tarpon while you’re there! This famous attraction is a must-see while visiting Islamorada. Provided by Robbie’s Marina.

Robbies Hobie Cat

Paddleboard Tour. Stand up paddling in the Florida Keys is some of the best paddling in the world offering calm conditions, crystal clear warm waters, and an incredibly rich ecosystem above and below the surface. Provided by Otherside Boardsports.

Otherside store

Your choice of a sunset tour, sandbar tour, or snorkeling trip. Bottoms Up Snorkeling specializes in all three and will get you to some of the most scenic places in the Florida Keys. Provided by Bottoms Up Snorkeling.

Bottoms Up Snorkeling

One tandem kayak for you to use during your week stay in Islamorada. Kayak can be conveniently launched and stored at the private beach just steps away from your house in Angler’s Reef. Provided by Paddle The Florida Keys.



45 minute photo session with full resolution images on a private gallery that you can print, download and share. Care Studios has experience in several photography fields and specializes in capturing the beauty of life including weddings, engagements, families and portraits. Provided by Care Studios. 

Care Studios Banner

How to Enter:

Contest entry is super simple! Follow these easy steps for your chance to win:

  1. Follow Islamorada Times on Instagram
  2. Follow Islamorada Times on Facebook
  3. Tag 3 friends in the comment section on our contest post on either Instagram or Facebook

Rules and Requirements:

Accommodations & Travel:

Ultimate Islamorada Experience is valid for up to 4 people. Winner must be over 25 years of age and supply Proof of ID, per Islamorada Waterfront Rentals rental agreement. Winner will be required to sign a rental agreement that includes a fully refundable $1000.00 deposit. Stay must be used from September 1 to November 15 in 2017 or 2018 and based on availability; week stay will be Saturday – Saturday. Winner will work with Islamorada Times staff to coordinate booking. Airfare, rental cars, or travel expenses to and from Islamorada are not included.


Dining experiences at Robbie’s Marina, JJ’s Big Chill, Ziggy & Mad Dogs and Cheeca Lodge & Spa are limited to the amounts provided on the gift certificates that will be given to the winner. Tip is not included – please be sure to tip your servers!


Winners will agree to and abide by all rules, regulations, waivers and safety requirements set forth by participating companies. Tip is not included – please be sure to tip your captains & tour guides!

Social Media:

All entrants must be 25 years of age or older to enter due to rental agreement requirements. This contest is no way affiliated with or sponsored by Instagram or Facebook. Entrants release Instagram, Facebook and Islamorada Times from any and all liability related to contest, travel, accommodations or activities included in the prize. All rules must be followed for an entry to be considered complete and valid. Only one entry per person will be counted. Winner will be randomly selected from entrants. Prize is non transferable, only redeemable by chosen winner. proof of ID required.

Feature photo provided by Jesse Rodriquez