Cheeca Lodge and Spa

Cheeca Lodge and Spa is among the best-known resorts in the Florida Keys, a sprawling oceanfront property in Islamorada that has hosted anglers, honeymooners and families for decades. It sits on the Atlantic side of the highway with a stretch of beach, pools, a spa and gardens, and it is closely tied to Islamorada's sport-fishing reputation. The resort has been rebuilt and refreshed over the years, so check the current room categories and facilities before you reserve, but its core appeal is steady: a full-service resort with space, shade and the sea at your door. For a Keys stay with a bit of grandeur, Cheeca is a classic choice.

Rooms and suites vary in layout, with many offering water views and private balconies or patios. Families can find larger suites with kitchens or sitting areas, while couples may prefer oceanfront rooms. Prices are higher than in most of the Upper Keys, and the cost rises in winter and around holidays.

Look for packages that bundle dining or activities, and read the details on resort fees and parking.The property's outdoor facilities are the main attraction. Expect a beachfront area with calm water, multiple pools, a spa for treatments, restaurants and bars, and activities that may include fishing, snorkeling and water sports arranged through the resort.

Islamorada's sandbar, reef and backcountry are all within reach by boat, and concierge staff can book trips. Evenings are quiet and pleasant, with sunset drinks and dining on the terrace.Who it suits: couples celebrating anniversaries, families seeking a high-end resort, anglers who want a luxury base and travelers who like predictable service. It is not the cheapest place to stay, and those on a budget may prefer the casual options in Marathon or Key Largo.

It works best as a two or three night stay with at least one day spent on the water. The resort is near Theater of the Sea, Windley Key and the History of Diving Museum, which makes it a handy hub for land-based attractions as well.Practical notes: parking is on site, the drive from Miami is about two hours depending on traffic and storm season runs from June to November. Check the latest information on dining, spa hours and children's activities, as they change by season.

Ask about flexible cancellation terms when you reserve. If you want to experience Islamorada as a local would, ask the concierge about charter captains who specialize in backcountry fishing, and about sunset spots away from the crowds. A quiet morning on the beach, a spa session and a sunset dinner make a refined day that needs no itinerary. Families should check children's programming and ask about pool hours, and couples may want to request a quieter section of the property.