Florida Keys Sailing Guides

Our selection of the best insight, tips & tricks for your Florida Keys visit: from Key Largo to Key West.

Charisma Sailing Charisma Sailing

Yacht Charter Options: Bareboat, Skippered, or Fully Crewed Charter?

Are you thinking about about chartering a sailing catamaran or monohull sailboat for your next vacation? Chartering a yacht involves renting a boat for a specific period, typically for recreational purposes. The three primary types of yacht charters to consider are bareboat charter, boat rental with skipper, and fully crewed charter.

Read More
Charisma Sailing Charisma Sailing

Visit the Dry Tortugas, Marquesas & Loggerhead Key

Exploring the Dry Tortugas National Park and Fort Jefferson is an unforgettable vacation experience. Since located 70 nautical miles off Key West, we recommend a minimum of four nights for this trip.

Read More
Charisma Sailing Charisma Sailing

Plan the Sailing Adventure of a Lifetime with These Expert Tips

Did you know that the Dry Tortugas are 70 nautical miles off Key West and without ANY opportunity to refuel boat and passengers? Going off-grid, as you do when sailing offshore takes planning, as you will need to be entirely self-sufficient. Here’s how to pull it off in 10 essential steps.

Read More
Charisma Sailing Charisma Sailing

Provision Planning for a Sailboat Vacation

If you decide to self-provision before a bareboat charter, figuring out exactly what you need for a week on board, usually for multiple crew members with different food likes and dislikes, can be daunting.

Read More
Charisma Sailing Charisma Sailing

6 Reef-Safe Sunscreens

For decades, dermatologists (and our moms) have extolled the virtues of sunscreen. The UV-protecting lotions don’t just prevent burns, but also premature aging and skin cancer. While our creams are a tool to protect ourselves, they’re causing great harm to the ocean and its inhabitants. Here’s our selection of the best reef-safe sunscreens.

Read More
Charisma Sailing Charisma Sailing

The 8 Best Beaches in the Florida Keys

The Florida Keys – stretching from Key Largo south to Key West (and well beyond) – is loaded with beach options for everyone, whether you're into eco-adventures or delicious tropical cuisine. So, grab your shades and swimsuit – it’s time you find the perfect beach for your Florida Keys adventure.

Read More
Charisma Sailing Charisma Sailing

5 of the Best Resorts in the Florida Keys

Whether you're looking for a luxury resort featuring a full dining plan or a family-friendly hotel offering food and beverage credits, you'll find it on our list of some of the Best (almost) all-inclusive Resorts in the Florida Keys.

Read More

Start Your Journey

BUILD YOUR CUSTOM SAILING EXPERIENCE!

We’ll help you create unforgettable memories on the water.