Key West Family Vacation Itinerary, Day 1

Key West Itinerary

Our vacation itinerary in Key West proved to be fun, educational and enjoyable for our entire family. We spent 7 days in Key West, Florida on a family vacation. My husband was there on business so we crashed his hotel room at The Reach Resort and went out each day to enjoy the sites, vibe and people of Key West. There truly is no city like it, anywhere. Key West for a family vacation is great idea. I speak from experience.

This Key West Vacation Itinerary series will provide you with our experience traveling as a family of 4, kids aged 2 & 6, for 7 full days. A number of times I was solo with the kids since Daddy had work to do.

Key West Vacation Itinerary , Day 1

Driving the Overseas HighwayKey West Itinerary

Spent the morning driving down the most beautiful drive in the country, US-1 Overseas Highway. The 125-mile drive from our home in Miami to the southernmost point in the continental US took just over 3 hours. We arrived at The Reach Resort – a Waldorf Astoria hotel, excited to check out the property, our room and see Daddy.

Dinner: Caroline’s Cafe

Caroline's Cafe Key West

Located on Duval Street, Caroline’s (yes, of course I love the name) is one of the better-priced, decent food restaurants in the midst of the best people watching streets. We ordered cold beers, and an appetizer – Tex Mex Rolls- which Isabella ate as her dinner. I had a big salad with tuna and Tom got a Cheeseburger. The service was well above average.

Continue to Key West Family Vacation Itinerary, Day 2 

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12 thoughts on “Key West Family Vacation Itinerary, Day 1

  1. I can’t wait to see your photos! It’s been way too long since I have been to KW. I am jealous 😉 You have to check out the butterfly house.

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