From Key Largo to the Dry Tortugas, discover the Florida Keys one beautiful anchorage at a time.
The Ultimate Island Escape From Miami
Turquoise water, coral reefs, world-class fishing, waterfront restaurants and a laid-back island lifestyle make the Florida Keys one of South Florida's most rewarding yacht destinations. From Key Largo and Islamorada to Marathon, Key West and the Dry Tortugas, every stop offers a different experience on the water.
Stretching southwest from the tip of mainland Florida, the Florida Keys offer a chain of tropical islands connected by brilliant blue water, coral reefs and some of the most iconic boating destinations in the United States.
For yacht charter guests departing from Miami, the Keys offer something particularly special: the feeling of escaping to the islands without ever leaving Florida.
Spend the morning snorkeling a reef, stop for lunch at a waterfront restaurant, anchor beside a quiet island in the afternoon and finish the day watching the sunset from the deck of your yacht.
Where Should You Go in the Florida Keys?
The Keys stretch for more than 100 miles, so the right itinerary depends on how much time you have and how far you want to cruise.
A shorter charter can focus on Key Largo or Islamorada, while a multi-day itinerary allows you to continue south through Marathon and the Lower Keys before finishing in Key West.
Ocean Reef & North Key Largo
The gateway to the Keys and one of South Florida's most exclusive waterfront communities.
Located at the northern end of Key Largo, Ocean Reef offers a polished introduction to the Keys with private marinas, restaurants, golf, waterfront homes and easy access to some of the area's best cruising grounds.
Why Stop Here?
- Convenient first stop when cruising south from Miami.
- Upscale marina environment.
- Excellent diving and snorkeling nearby.
- Easy access to Key Largo reefs.
- A refined beginning or end to a multi-day Keys charter.
Key Largo
Clear water, coral reefs and some of the best diving in the Florida Keys.
Known as the Diving Capital of the World, Key Largo is surrounded by protected reefs and marine habitats that make it one of the best places in the Keys for snorkeling and scuba diving.
Highlights
- John Pennekamp Coral Reef State Park.
- Snorkeling and scuba diving on coral reefs.
- Clear-water swimming stops.
- Excellent fishing.
- Waterfront restaurants and casual island dining.
Islamorada
Sportfishing, beautiful reefs and the quintessential Florida Keys lifestyle.
Islamorada is one of the most popular boating destinations in the Keys and an excellent overnight stop for yachts cruising south from Miami.
Known internationally for sportfishing, the area also offers snorkeling, diving, sandbars and some of the best waterfront dining in the island chain.
Don't Miss
- Alligator Reef — famous for clear water, snorkeling and its historic lighthouse.
- Offshore and backcountry fishing.
- Waterfront restaurants accessible by boat.
- Beautiful sunset cruising.
- Easy access to nearby sandbars and reefs.
Marathon
The perfect midpoint between Miami and Key West.
Located in the Middle Keys, Marathon is one of the most practical and enjoyable stops on a multi-day yacht itinerary.
The area offers several good marinas, protected waters and easy access to reefs, fishing grounds and nearby islands.
Why Stop in Marathon?
- Excellent marina options.
- Protected overnight docking.
- Easy access to snorkeling and diving.
- Great stop between Islamorada and Key West.
- Nearby waterfront restaurants.
- Access to the iconic Seven Mile Bridge.
Bahia Honda & The Lower Keys
A quieter side of the Florida Keys with spectacular water and fewer crowds.
Continuing south from Marathon brings you into the Lower Keys, where the scenery becomes increasingly remote and undeveloped.
Bahia Honda is particularly famous for its beaches, turquoise water and historic bridge, making it a beautiful cruising stop before continuing toward Key West.
Key West
Historic charm, legendary sunsets and the most vibrant destination in the Florida Keys.
At the southern end of the island chain, Key West combines tropical scenery with restaurants, nightlife, history and a distinctive island culture.
Arriving by yacht gives guests the best of both worlds: days exploring reefs and islands followed by evenings ashore enjoying everything Key West has to offer.
Key West Highlights
- Sunset from Mallory Square.
- Restaurants and nightlife around Old Town.
- Duval Street.
- Historic architecture and island neighborhoods.
- Excellent fishing and diving.
- Beautiful sunset cruises.
- Departure point for the Dry Tortugas.
Dry Tortugas
Remote, spectacular and one of the most memorable yacht adventures in Florida.
Approximately 70 miles west of Key West, Dry Tortugas National Park feels completely removed from mainland Florida.
The destination is famous for Fort Jefferson, brilliant blue water, coral reefs, marine life and exceptionally clear night skies.
Why Visit By Yacht?
- Explore historic Fort Jefferson.
- Snorkel in remarkably clear water.
- Enjoy remote beaches with very limited crowds.
- Exceptional fishing and diving nearby.
- Experience an unforgettable overnight anchorage.
A Perfect Florida Keys Yacht Itinerary
3 Days
- Day 1: Miami → Key Largo → Islamorada
- Day 2: Islamorada → Marathon → Key West
- Day 3: Key West → Bahia Honda → Miami
4–5 Days
- Day 1: Miami → Key Largo
- Day 2: Key Largo → Islamorada
- Day 3: Islamorada → Marathon
- Day 4: Marathon → Key West
- Day 5: Key West → Bahia Honda → Miami
The beauty of a private yacht charter is flexibility. Your captain can adapt the itinerary around the weather, your interests and how much time you want to spend cruising versus relaxing at each destination.
When Is the Best Time to Explore the Florida Keys?
The Florida Keys can be enjoyed almost year-round, although each season offers a slightly different experience.
- November through April: cooler weather, lower humidity and some of the most comfortable cruising conditions.
- May through July: warm water, long days and excellent conditions for swimming and water sports.
- Late summer and early fall: generally quieter, but tropical weather requires additional itinerary flexibility.
Why Choose a Multi-Day Charter?
The Florida Keys are best appreciated slowly. A multi-day yacht charter gives you time to enjoy each destination rather than spending the entire day moving from one place to another.
Your yacht becomes your private waterfront hotel, allowing you to wake up beside a reef, spend the afternoon exploring an island and finish the evening at one of the Keys' famous waterfront restaurants.
It is one of the easiest ways to combine adventure, privacy and luxury without leaving South Florida.
Leave a comment
This site is protected by hCaptcha and the hCaptcha Privacy Policy and Terms of Service apply.