What makes Key West unique is how seamlessly adventure and relaxation coexist. Surrounded by turquoise waters, coral reefs, and endless sunshine, the island appeals equally to travelers seeking adrenaline-fueled experiences and those craving slow, soul-restoring escapes. Your day might begin with snorkeling over coral reefs and end with a sunset sail followed by fresh seafood and live island music. Duval Street offers lively nightlife for those who want it, yet peaceful corners of the island are always just minutes away.
While we don’t exactly rate this destination as family-friendly, due to the nightlife and lack of resorts or theme parks, if you have kids 7+ years old, the island does offer snorkling, dolphin encounters, and several other outdoor activities.
There are endless activities in Key West, but the one thing that is a must, since you are as close to it as Americanly possible, is to visit Dry Tortugas National Park. Located just 70 miles west of Key West, and only accessible by seaplane or boat, Dry Tortugas is one of the most remote National Parks in the U.S. with no crowds, no development, and a TON of history. While the fort is stunning, it’s not the reason to visit Dry Tortugas. The snorking here is NEXT-LEVEL with exceptionally clear waters, healthy coral reefs, and more tropical fish, turtles, and rays than anywhere I’ve traveled in the U.S.
Duration: All day
Best time to go: March – June offers the clearest waters but waters can be ideal up until about October. June through November is the start of hurricane season.
Kayaking through mangroves is a truly unique experience. It is especially so whenyou consider the possibility of encountering manatees, nurse sharks, and other marine life.
Duration: 2 hours
Best time to go: In the morning when it is not too hot, and the water and wind is calm.
If journeying out to Dry Tortugas seems to troublesome, this trip lets you snorkel North America’s only living coral reef with a margarita in hand. There are three times of day to choose from and the signature cocktail changes depending on which you choose, but for the best snorkeling, choose the morning trip. The water is typically clearer with less wind and fewer people to contend with when parking.
Duration: 3 hours
Best time to go: March – October.
We love this Old Town Trolley Hop-On Hop-Off Tour because it’s one of the easiest and most enjoyable ways to experience Key West. It lets you enjoy the charming streets and crystal-clear waters without the hassle of driving or parking in an unfamiliar place. With unlimited hop-on, hop-off access at 13 convenient stops, you can explore the island at your own pace all day long, knowing another trolley is never far away. The friendly conductors add local insight as they guide you through this tropical paradise. As a bonus, it includes complimentary admission to the Sails to Rails Museum, one of Key West’s top attractions, adding a rich layer of history to round out the experience.
Duration: All-day ticket
Best time to go: Year-round
This hotel is located on the waterfront and on the beach. Take advantage of the beach loungers, beach umbrellas, and beach towels at the sandy beach. Experience the magic of beachfront dining with a special meal at the restaurant. Unwind and sip on a chilled cocktail at the beach bar. An on-site activity you may enjoy during your visit is beach yoga. Popular nearby activities worth checking out include snorkeling and parasailing.
This hotel is located on the waterfront and on the beach. Take advantage of the beach loungers, beach umbrellas, and beach towels at the sandy beach. Experience the magic of beachfront dining with a special meal at the restaurant. Unwind and sip on a chilled cocktail at the beach bar. An on-site activity you may enjoy during your visit is beach yoga. Popular nearby activities worth checking out include snorkeling and parasailing.
One of the more affordable, quiet resorts, but still within a short walking distance to famous bars and restaurants on Duval Street.
Location, location, location. This hotel is near the best shopping, restaurants, bars, and entertainment in the area. It is also steps away from most departing docks that we list in recommended activities.
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