Islamorada - Florida Keys Overview

Two hours south of Miami beginning at Mile Marker 73 is a group of 6 islands, Plantation Key, Windley Key, Upper Matecumbe Key, and Lower Matecumbe Key including the offshore islands of Indian Key and Lignumvitae Key. Together they make up the destination of Islamorada - a beautiful, eclectic area of the south Floridian coastline.
Islamorada is nestled between the Everglades National Park and the only coral barrier reef of the Florida Straits. It is is a logical place to visit for one day or stay for weeks and enjoy the local essence of the Florida Keys. There is no shortage of activities to choose from in this lush tropical environment. To begin with, you can Fish in one of the best Sportfishing destinations in the USA that also offer bonefish, tarpon, redfish, and snook fishing in the backcountry.
More on sport fishing in the Florida Keys
If fishing is not for you, spend a day chartering a classic yacht to take you out for an informative eco-tour of the outer islands, swim, snorkel, dive, have a romantic afternoon and dinner on board a classic yacht, enjoy a spa treatment, shop at the local artisan's stores, dine on fresh local seafood at any one of the many Florida style restaurants along the US1 stretch.
Weddings, engagements, Honeymoons, Minimoons are particularly popular on these islands, with the turquoise water and the fresh seafood - this place is the epitome of romance! For more information on chartering a yacht for a honeymoon Please click here.Suggested 3-day Cruising Itinerary
Day 1 - Cruise from Islamorada south to Marathon or Hawk’s Cay Resort
Day 2 - Cruise to Bahia Honda or Little Palm Island Resort
Day 3 - Cruise back to the Lorelei in Islamorada Via Hawk’s Channel (Atlantic Ocean) or The Intracoastal Waterway
Suggested 4-day Cruising Itinerary

Day 1 - Cruise from Islamorada south to Marathon or Hawk’s Cay Resort
Day 2 - Cruise to Key West and dock at the Galleon Marina
Day 3 - Cruise to Little Palm Island Resort or
Day 4 - Cruise back to the Lorelei in Islamorada Via Hawk’s Channel (Atlantic Ocean) or The Intracoastal Waterway
(Itineraries provided by Captain Bill of Windrush - Classic Trumpy)
More on Chartering a Yacht in Florida
- IAG Yachts 133 Luxury Crewed Motor Yacht
- Length: 40.53 m
- Year: 2016 (2021 Refit)
- Cabins: 6
- Berths: 12
- From $165000 to $196000 per week
BOATBOOKINGS SAYS:
"SERENITY is a beautifully elegant crewed motor yacht that is perfect for you and your family and friends to charter in the Bahamas!"
- Van Mill 143 Luxury Crewed Motor Yacht
- Length: 43.59 m
- Year: 1988
- Cabins: 5
- Berths: 12
- From $120000 to $135000 per week
BOATBOOKINGS SAYS:
"Take the helm and embark on an adventure-rich charter in the Bahamas onboard STARSHIP, as you make use of her thrilling toy selection, which includes 5 jet skis."
- Ferretti 75 Crewed Motor Yacht
- Length: 23 m
- Year: 2011
- Cabins: 4
- Berths: 8
- From $6500 per day
BOATBOOKINGS SAYS:
"Big, bold and ready to entertain- ideal for large groups looking to relax!"
- Ferretti 88 Crewed Motor Yacht
- Length: 27 m
- Year: 2006
- Cabins: 4
- Berths: 10
- From $40000 to $40000 per week
BOATBOOKINGS SAYS:
"Spacious interior and ample deck space make this the ideal yacht for socialising and entertainment!"
- Johnson 103 Luxury Crewed Motor Yacht
- Length: 31.4 m
- Year: 2009
- Cabins: 4
- Berths: 8
- From $62500 to $62500 per week
BOATBOOKINGS SAYS:
"Luxuruious, stately and incredibly spacious; ideal for a long day of adventure and entertainment!"
- Horizon 90 Luxury Motor Yacht
- Length: 27 m
- Year: 2019
- Cabins: 5
- Berths: 10
- From $75000 to $85000 per week
BOATBOOKINGS SAYS:
"BELLA TU is a floating retreat to stimulate the soul and embark on an extraordinary adventure in the utmost luxury."
- Fountaine Pajot MY6 Luxury Crewed Catamaran
- Length: 13 m
- Year: 2022
- Cabins: 3
- Berths: 6
- From $26000 per week
BOATBOOKINGS SAYS:
"Enter your HAPPY PLACE and surrender to the diamond-clear waters of the Bahamas for your next charter!"
- Galeon 640 Fly Crewed Motor Yacht
- Length: 21 m
- Year: 2025
- Cabins: 4
- Berths: 8
- Enquire for prices
BOATBOOKINGS SAYS:
"Bask in the Miami sun in style aboard DON'T TELL YOUR MOM!"
- Azimut 77S Crewed Motor Yacht
- Length: 22 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $48000 per week
BOATBOOKINGS SAYS:
"Get ready for an ecstatic water escape in Florida on the luxurious Azimut yacht FANTASTIC!"
- Sunseeker 76 Yacht Luxury Crewed Motor Yacht
- Length: 23.16 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $54000 per week
BOATBOOKINGS SAYS:
"MILAMO showcases her natural bravado, a real head-turner in the Bahamas!"














