7-Day Florida Keys Yacht Charter Itinerary: Island Hopping in the Sunshine State
7 planned days, starting at Key Largo and finishing at Key West. Stops include Key Largo, Islamorada, Marathon, Big Pine Key, Key West and further stops detailed below. Confirm the daily passages and shore plans with your captain before booking.
Cruising region: Caribbean Yacht Charter
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Plan this charter
- First planned stop
- Key Largo
- Final planned stop
- Key West
Shore plans to discuss with your crew
- Day 1John Pennekamp Coral Reef State Park
- Day 1Christ of the Abyss statue
- Day 1Glass-bottom boat tours
- Day 1Dolphin Research Center (nearby)
- Day 2Robbie's of Islamorada (tarpon feeding)
- Day 2Theater of the Sea Marine Mammal Park
Confirm joining and departure ports, yacht availability and the daily passage plan before paying a deposit. The captain decides anchorages and any route changes for weather, sea conditions and local restrictions. Shore venues, marine-park permissions and activity bookings require separate confirmation.
Map connections are schematic, not a navigable passage plan. Distances, safe approaches and passage times must be checked by the captain.
Ask for an itemised quotation covering the charter fee, taxes, APA or package expenses, berth charges and any delivery or redelivery costs.
- DAY 01
Key Largo
Your Florida Keys yacht charter begins in Key Largo, the 'Diving Capital of the World'. Explore vast underwater parks teeming with marine life and historic shipwrecks. The atmosphere here is relaxed, setting the tone for your island adventure.
- John Pennekamp Coral Reef State Park
- Christ of the Abyss statue
- Glass-bottom boat tours
- Dolphin Research Center (nearby)
- Anchorage
- Tarpon Basin
- Dining
- Skipper's Dockside Restaurant & Bar
- DAY 02
Islamorada
Sail south to Islamorada, known as the 'Sportfishing Capital of the World'. This cluster of islands offers superb angling opportunities and beautiful sandy stretches. Enjoy the blend of upscale resorts and casual beach bars.
- Robbie's of Islamorada (tarpon feeding)
- Theater of the Sea Marine Mammal Park
- Windley Key Fossil Reef Geological State Park
- World Wide Sportsman
- Anchorage
- Whale Harbor
- Dining
- Lazy Days Restaurant
- DAY 03
Marathon
Continue your journey to Marathon, a vibrant community with a strong fishing heritage and a focus on marine conservation. Visit the Turtle Hospital to learn about rehabilitation efforts. The historic Seven Mile Bridge is a marvel of engineering.
- The Turtle Hospital
- Dolphin Research Center
- Sombrero Beach
- Florida Keys Aquarium Encounters
- Anchorage
- Sister's Creek
- Dining
- Key Colony Inn
- DAY 04
Big Pine Key
Anchor near Big Pine Key, home to the National Key Deer Refuge. These tiny, endangered deer roam freely. The area offers a quieter, more natural Keys experience with excellent stargazing opportunities.
- National Key Deer Refuge
- Blue Hole
- Bahia Honda State Park (nearby)
- Kayaking through mangroves
- Anchorage
- Newfound Harbor
- Dining
- No Name Pub
- DAY 05
Key West
Arrive in historic Key West, the southernmost point of the continental USA. Explore the charming Old Town, vibrant Duval Street, and watch the famous Mallory Square sunset celebration. The architecture is unique and the atmosphere lively.
- Ernest Hemingway Home and Museum
- Southernmost Point Buoy
- Mallory Square Sunset Celebration
- Duval Street nightlife
- Anchorage
- Key West Bight Marina
- Dining
- Blue Heaven
- DAY 06
Dry Tortugas National Park
A longer sail takes you to the remote Dry Tortugas National Park, a cluster of seven small islands accessible primarily by boat. Explore Fort Jefferson, snorkel pristine coral reefs, and observe abundant birdlife in this untouched paradise.
- Fort Jefferson
- Snorkeling around the fort walls
- Birdwatching (sooty terns, frigatebirds)
- Loggerhead Key lighthouse
- Anchorage
- Garden Key
- Dining
- Onboard gourmet meal
- DAY 07
Key West
Return to Key West for your final day. Enjoy a leisurely breakfast aboard your yacht, perhaps a final stroll through the historic streets, or pick up some souvenirs. Your Florida Keys yacht charter concludes here, leaving you with memories of sun, sea, and unique island culture.
- Visit Key West Lighthouse
- Conch Tour Train
- Shopping on Duval Street
- Key West Aquarium
- Anchorage
- Key West Bight Marina
- Dining
- Santiago's Bodega
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