About Vacation Key West
A letter from our CEO
I am pleased to welcome you to Vacation Key West!
In 1994, the company was started to offer Key West visitors answers to the questions they had. I realized that there simply were not many resources to make vacation planning a breeze for tourists. Therefore, Vacation Key West was born!
We quickly grew from offering a handful of hotels, to providing expert advice on a myriad of lodging options in the Keys, including B&B's, condos, guesthouses and vacation rentals.
Now, I am pleased to say that over the last 20 years, myself and the team have been collecting knowledge to become experts on Key West. We do live here, after all!
Key West is so very special to us, and we want to share it with you. Surrounded by the warm waters of the Caribbean, the chance to enjoy the ocean is enticing. We will answer all of your questions. Where should you stay? We have an answer for that. What should you do? Well, we have an answer for that too. What should you eat? Well, Key West has more gourmet chef’s in a square mile than anywhere else! In fact, whatever your desire, we can help you plan your stay so you don’t have to search through the maze of options.
- Vanessa McCaffrey, CEO of Vacation Key West
About us & our services
Vacationing is personal. The service we provide before, during, and after your vacation should be personal too.
Websites and apps do not offer that. However, an experienced travel adviser can! Remember, there are no fees for our services, we're paid by the hotels and attraction companies. You have nothing to lose except stress!
Our team is profoundly knowledgeable and can find the best deals available for your stay. Frommers Guide recommends Vacation Key West when searching for lodging, and they say we are “skilled at finding last minute deals”. As experts, we will give you priceless advice – at no charge to you.
Key West offers fishing, para-sailing, snorkeling, dinner cruises, sunset sailing, diving, and many other activities on the water. We can proudly say that we know the activities options like no one else on the island.
Contact me or one of our knowledgeable team members to help you plan your perfect stay, so you don’t have to play the guessing game of where to go, what to do, where to stay, etc.
We can handle all of your planning for you. My team and I are delighted to help you navigate this jewel of an island in the Keys!