FL, Key West > All activities
10/14/2019 ~ 10/20/2019
FL, Key West > All activities
10/14/2019 ~ 10/20/2019

Choosing the Right Key West Sailing Tour

Imagine effortlessly gliding across the water aboard a classic schooner or a high speed catamaran while sipping drinks with friends and family and sailing down an endless blue highway. Sounds pretty awesome doesn’t it?

There are a lot of reasons sailing is an absolute must when visiting Key West, FL. Not the least of which are its crystal blue waters, ideal sailing conditions, and wide selection of sailing trips. A Key West sailing tour appeals to every kind of traveler, from wine lovers to vintage sailboat enthusiasts.

Before choosing your Key West sailing tour, it’s important to understand your options. The good news is there are plenty and we’ve broken them down into three simple categories.


What is the Best Key West Sailing Tour?


key west fl sailing tour collage


Key West, FL is one of the top places on the planet for sailing, but what is the best excursion? There are plenty of quality vessels, captains, and tour companies, but finding the best tour for YOU may not be so easy.

Here are some of the most popular Key West sailing tours to help decide for yourself...


1. Key West Combo Sailing Tours


key west combo sailing tour


If you are looking to sail, but you're also interested in other activities like snorkeling and kayaking, then you should book a day trip that includes multiple activities.

This is the best way to get the most bang for your buck. Many trips offer a visit to the reef and kayaking through the mangroves! Some even throw in lunch and free drinks.


2. Key West Sunset Sails


key west sunset cruise


If there is one thing Key West is famous for, it’s amazing sunsets. Catching one of these spectacular events while gliding across the water in a sailboat is a truly amazing experience.

Many Key West sunset cruises are offered aboard sailboats and there are a lot of different options including trips for wine lovers and classic sailboat enthusiasts.


3. Private Key West Sailing Charters


key west private sailing cruise


If you are traveling with a group of 4-6, a private sail is probably the most economical for your group and it will give you a more personalized expereience awy from the crowds.

There are lots of private sailing options and many offer sailing combo trips that include snorkeling and kayaking.


How do You Want to Sail?

Now that you know some of the top options, it's time to start planning your sailing tour. From partying like a VIP to sensational snorkeling, there is a great sailing experience for all ages and interests! Click the button below to browse the top sailing charters in Key West, FL!



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