7-Day Florida Keys Yacht Charter Itinerary: Emerald Waters & Island Charm
Embark on an exquisite Florida Keys yacht charter, where emerald waters meet vibrant island culture. This 7-day itinerary invites you to discover the iconic beauty of the Upper and Middle Keys, cruising through azure seas and exploring charming towns. From the historic allure of Key West to the serene beauty of Islamorada, each day unveils new adventures. Experience superb snorkeling, indulge in fresh seafood, and soak up the laid-back Caribbean atmosphere that defines this unique part of the Caribbean & Bahamas. A Florida Keys yacht charter offers the perfect blend of relaxation and exploration.
Cruising region: Caribbean Yacht Charter
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- DAY 01
Key Largo
Begin your journey in Key Largo, the 'Diving Capital of the World'. Explore the vibrant coral reefs of John Pennekamp Coral Reef State Park, teeming with marine life. Enjoy a relaxed evening as the sun sets over the Florida Bay.
- John Pennekamp Coral Reef State Park
- Molasses Reef snorkeling/diving
- African Queen Canal Cruise
- Sunset at Blackwater Sound
- Anchorage
- Tarpon Basin
- Dining
- Skipper's Dockside Restaurant & Bar
- DAY 02
Islamorada
Cruise to Islamorada, known as the 'Sportfishing Capital of the World'. Spend the day fishing, visiting the History of Diving Museum, or simply relaxing on a pristine beach. The area offers excellent opportunities for water sports.
- Robbie's of Islamorada (tarpon feeding)
- History of Diving Museum
- Windley Key Fossil Reef Geologic State Park
- Art galleries
- Anchorage
- Islamorada Anchorage (offshore)
- Dining
- Lazy Days Restaurant
- DAY 03
Marathon
Sail to Marathon, a family-friendly destination with beautiful beaches and marine conservation efforts. Visit the Dolphin Research Center or explore the historic Old Seven Mile Bridge. Enjoy the calm waters of the Gulf side.
- Dolphin Research Center
- Sombrero Beach
- Crane Point Museum & Nature Center
- Old Seven Mile Bridge (walkway)
- Anchorage
- Boot Key Harbor
- Dining
- Burdine's Waterfront Bar & Grill
- DAY 04
Big Pine Key
Head to Big Pine Key, home to the National Key Deer Refuge. This tranquil island offers a chance to see the endangered Key deer in their natural habitat. Explore the quieter side of the Keys with excellent kayaking opportunities.
- National Key Deer Refuge
- Blue Hole (abandoned rock quarry)
- Bahia Honda State Park (nearby)
- Kayaking through mangroves
- Anchorage
- Newfound Harbor
- Dining
- No Name Pub
- DAY 05
Boca Grande Key
Enjoy a day trip to the pristine, uninhabited Boca Grande Key, part of the Florida Keys National Marine Sanctuary. This remote island offers exceptional snorkeling, swimming, and beachcombing on its untouched shores. It's a true escape.
- Snorkeling around the reef
- Shell collecting
- Picnic on the beach
- Wildlife viewing (birds, turtles)
- Anchorage
- Boca Grande Key Anchorage (offshore)
- Dining
- Onboard chef's gourmet picnic
- DAY 06
Key West
Arrive in historic Key West, the southernmost point of the continental USA. Explore its vibrant streets, historic sites, and lively Duval Street. Witness the famous Mallory Square sunset celebration.
- Ernest Hemingway Home and Museum
- Southernmost Point Buoy
- Mallory Square sunset celebration
- Duval Street exploration
- Anchorage
- Key West Bight Marina (dockage)
- Dining
- Blue Heaven
- DAY 07
Key West (Departure)
Spend a final morning exploring Key West's unique charm, perhaps visiting a gallery or enjoying a last Key lime pie. Your Florida Keys yacht charter concludes here, leaving you with memories of sun-drenched days and island adventures.
- Key West Butterfly and Nature Conservatory
- Mel Fisher Maritime Museum
- Conch Republic Seafood Company
- Last-minute souvenir shopping
- Anchorage
- Key West Bight Marina (departure)
- Dining
- Cuban breakfast at El Siboney Restaurant
Knowledge graph
Where this route sits in the ecosystem
Destinations, berths and yachts connected to this itinerary — each with the reason for the link.
Destinations on this route
An itinerary is defined by the places it visits
- Grenada Yacht Charter
Neighbouring destination in the same ecosystem, reachable on this route
- Jamaica Yacht Charter
Neighbouring destination in the same ecosystem, reachable on this route
Berths on this route
The berths the route actually calls at
- Errol Flynn Marina Boatyard
Berth available on this leg of the route
- Errol Flynn Marina
Berth available on this leg of the route
- Port Louis Marina
Berth available on this leg of the route
Build a week from this itinerary — every related page
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