Florida Keys Holidays

Luxury Holidays in the Florida Keys

We give you the opportunity to choose from a vast array of luxurious hotels and resorts in order to ensure that your well-deserved vacation matches your expectations. So whether you choose to stay in Key Largo, to explore the ‘village of islands’ that is Islamorada or to enjoy the serenity of Key West, we definitely have the accommodation to turn your vacation into a lavish journey of rejuvenation. Having a reputation as a brilliant fishing destination as well as being a haven for snorkelling and diving enthusiasts, the Florida Keys are a plethora of more than 1700 islands where you’ll find exactly what you expect and desire from your exclusive beach escape.

Great Reasons to Holiday in the Florida Keys

• Go swimming with dolphins in Key Largo
• Super-scenic golf courses
• Take a fishing trip from Islamorada or go scuba diving in the area’s protected waters
• Indulge in one of many spas in Key West!
• Why not rent a car and explore the keys yourself by cruising down the Overseas Highway
• Relax and charge up your batteries on one of many beaches, especially the Bahia Honda State Park Beaches and Sombrero Beach

Things to do Whilst on Holiday 

Key West, the southernmost point of the Keys, is definitely not a hidden gem anymore but is still remote enough to have that very special and laid-back feel to it. Once home to Tennessee Williams and Ernest Hemingway, this island is your ideal destination. Relax in a hammock listening to the soothing beats of reggae softly playing in the distance; bask in the sun on a glorious beach, or party in one of the many bars and nightclubs. For more active and adventurous pursuits, you could get in a round of golf, dive the Shipwreck Trail or even swim with dolphins. Key West is a place that doesn’t stop and once the sun sets you find plenty of musicians, entertainers and vendors out on the docks, creating an idyllic atmosphere to see out another fun-filled day. 

Interesting Facts About the Florida Keys

• Total land area – 137.3 sq. miles
• Population – 79,535
• State - Florida

Florida Keys Holidays 2026 / 2027

Given that the Florida Keys are always a very popular destination, book your holiday for 2026 or 2027 early to avoid disappointment. With over 45 years of experience in the business we at Kenwood Travel are your ideal partner and therefore should be your first contact in case you’re thinking about a holiday to the south of Florida. Whether you are looking for an all inclusive package with your family, a romantic honeymoon or a peaceful vacation on your own, we can expertly construct your ideal holiday.