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
- Leopard 46 Luxury Crewed Catamaran
- Length: 14 m
- Year: 2011 (2017 Refit)
- Cabins: 3
- Berths: 6
- From $18600 to $21000 per week
BOATBOOKINGS SAYS:
"From shore to sheen and sea to serene, every moment feels just right aboard THE SPACE BETWEEN!"
- Fountaine Pajot Salina 48 Crewed Catamaran
- Length: 14.63 m
- Year:
- Cabins: 4
- Berths: 8
- From $1200 per day
BOATBOOKINGS SAYS:
"Relax in the lullaby of the Florida waters on BELLAMAGGIO!"
- Azimut 77S Crewed Motor Yacht
- Length: 22 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $48000 to $48000 per week
BOATBOOKINGS SAYS:
"Get ready for an ecstatic water escape in Florida on the luxurious Azimut yacht FANTASTIC!"
- Cheoy Lee Bravo 84 Crewed Motor Yacht
- Length: 26 m
- Year: 2012 (2018 Refit)
- Cabins: 3
- Berths: 6
- From $29500 to $29500 per week
BOATBOOKINGS SAYS:
"Explore Florida like a queen as you revel in the homey comfort of JUS CHILL`N!"
- Westport 130 Luxury Crewed Motor Yacht
- Length: 39.62 m
- Year: 2014
- Cabins: 5
- Berths: 10
- From $140000 to $140000 per week
BOATBOOKINGS SAYS:
"Live out your dream Bahamas luxury cruise on PIPE DREAM!"
- Mangusta 92 Crewed Motor Yacht
- Length: 28.04 m
- Year: 2007
- Cabins: 4
- Berths: 8
- From $48000 to $48000 per week
BOATBOOKINGS SAYS:
"Magnificent Mangusta available to explore the most incredible waters of the Bahamas."
- Christensen 130 Luxury Crewed Motor Yacht
- Length: 39 m
- Year: 1993 (2022 Refit)
- Cabins: 6
- Berths: 12
- From $115000 to $140000 per week
BOATBOOKINGS SAYS:
"Make your great escape aboard SWEET ESCAPE, where Bahamas seas bring breeze, ease, and memories to keep!"
- Princess UK 85 Luxury Crewed Motor Yacht
- Length: 25.93 m
- Year: 2012
- Cabins: 4
- Berths: 8
- From $42000 to $42000 per week
BOATBOOKINGS SAYS:
"You will definitely wish for an extended stay on PRAYING FOR OVERTIME as you cruise the enchanting Bahamas."
- Custom 140 Luxury Crewed Motor Yacht
- Length: 43 m
- Year: 2012
- Cabins: 5
- Berths: 11
- From $119000 to $139000 per week
BOATBOOKINGS SAYS:
"You will not get enough of the thrill, excitement, and fun aboard JUST ENOUGH on your Miami cruise!"
- President 114 Luxury Crewed Motor Yacht
- Length: 34.75 m
- Year: 2008
- Cabins: 4
- Berths: 8
- From $52000 to $54000 per week
BOATBOOKINGS SAYS:
"Experience the essence of freedom as you journey throughout the Bahamas on SCOTT FREE."















