Weekend Getaway: The Upper and Middle Keys

Ivana Dragojevic
04/06/2017

There’s no place like home here at the Villages of Citrus Hills, but it’s nice to get away every now and then, and when the time comes there is nothing quite like a getaway to the Florida Keys.

While we have already covered all kinds of great places to stay, things to do, and outstanding restaurants in Key Largo and Key West, there are also dozens of spots in between those destinations that also make for a great weekend getaway.

So, let’s explore the Upper and Middle Keys.

Where to Stay

Islamorada is one of the most popular places to stop for many tourists making the journey from the mainland all the way down to Key West, but it is also a destination in and of itself. Here you will find the Postcard Inn Beach Resort & Marina, which offers every bit of the paradise you would imagine exists in the Keys. With all of the resort amenities offered at the Postcard, this is a one-stop shop for a weekend getaway.

If you are looking for a more secluded getaway, Duck Key could be the perfect destination for you. The place to stay here is the Hawks Cay Resort, which offers standard hotel-style rooms, as well as more private villas.

If being as close to the beach as possible is important to you, then the Rainbow Bend Fishing Resort in Marathon should be on your short list. This is also the place to stay if you are looking to spend the weekend fishing, which is one of the many ways to enjoy yourself in the Keys.

Things to Do

Craft beer lovers will be thrilled to know that there are two different breweries located right in Islamorada. Both the Florida Keys Brewery and the Islamorada Beer Company Brewery and Tasting Room offer up a fantastic selection of local beer in a traditional Florida Keys atmosphere.

Another fun way to spend a weekend in the Keys is to get right into the water. In Duck Key, you will find swimming with dolphins, scuba diving, and chartering your own fishing expedition. No matter what you are looking to do on the water, there are plenty of choices in the Keys.

One of the most popular tourist attractions in Marathon for animal lovers is The Turtle Hospital.  They have been rehabbing injured sea turtles and educating the public about them since 1986, and it is consistently recommended among the top places for animal enthusiasts to visit in all of the Keys.

Places to Eat

When you are heading out to eat in the Keys, the atmosphere is almost as important as the food. One of the best places to find that environment in Islamorada is the Islamorada Fish Company, where you will find a massive outdoor restaurant with a menu full of great seafood. We recommend trying the Grouper Reuben!

Whether you are staying there or not, the place to eat in Duck Key is Alma, which is located on the property at Hawks Cay Resort. This high-end restaurant divides its menu evenly between local seafood dishes and excellent cuts of meat, and everything is delicious.

In addition to all of the excellent seafood, you will also find plenty of Cuban restaurants throughout the Keys. One of our favorite spots is La Nina Restaurant in Marathon. It might not look like much from the outside, but this little restaurant will blow you away with their Cuban pork and beef dishes.

You can find ways to spend an entire weekend exploring any single town in the Upper and Middle Keys. You can also have a blast cruising from key to key in search of specific destinations. Whatever your idea of a great weekend might be, you can make it a reality in the Florida Keys.

Terms and Conditions :

No purchase necessary to enter or win. One (1) entry per tour will be provided upon completion of an in-person tour of The Villages of Citrus Hills between May 1, 2026 and July 15, 2026, regardless of the number of tours completed.

Prize consists of a trip for two (2) to the 2026 U.S. Open, including event tickets for one day of play, round-trip coach airfare, and standard hotel accommodations. Drawing will be held on or about July 17, 2026.

Winner will be notified via phone and/or email and must accept the prize within 5 days or an alternate winner may be selected. Odds of winning depend on the number of eligible entries received.

Travel dates, event tickets, and accommodations are subject to availability and may be determined at Citrus Hills’ sole discretion. Prize is non-transferable, has no cash alternative, and cannot be substituted except at sponsor’s discretion. Taxes, upgrades, and additional expenses not expressly included are the responsibility of the winner.

Employees, affiliates, and immediate family members are not eligible. Offer subject to change or termination at any time without notice. Additional terms may apply.

The US Open is a registered trademark of the United States Tennis Association. This promotion is not affiliated with, sponsored by, or endorsed by the USTA.

Terms and Conditions:

 
Offer valid on new construction homes purchased through Citrus Hills Construction with a fully executed purchase agreement between May 1, 2026 and May 31, 2026. Citrus Hills Construction will pay the buyer’s customary title closing costs when the home is closed through Manatee Title, LLC. Closing costs must be verified by an official Closing Disclosure prepared by Manatee Title, LLC. Citrus Hills Construction will provide a credit at closing for eligible closing costs as reflected on the final settlement statement. Offer does not include prepaid items, prorated expenses, property taxes, homeowners’ insurance, club membership deposits, optional upgrades, or non-standard fees.
 
Offer is non-transferable and may not be combined with other incentives unless expressly approved in writing. Offer subject to change or termination at any time without notice. Additional terms and conditions may apply. See Sales Executive for details.

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