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
- Princess 95 Luxury Crewed Motor Yacht
- Length: 29.64 m
- Year: 2009 (2014 Refit)
- Cabins: 4
- Berths: 8
- From $52000 to $59000 per week
BOATBOOKINGS SAYS:
"An element of luxury normally found on much larger yachts with an armada of water toys. We love the massive swimming platform and spacious cabins!"
- Azimut 100 Luxury Crewed Motor Yacht
- Length: 30.48 m
- Year: 2010 (2016 Refit)
- Cabins: 4
- Berths: 8
- From $48500 to $55000 per week
BOATBOOKINGS SAYS:
"INTERVENTION is a beautiful Azimut 100 that has been newly refitted in 2016 - making her perfect for you to charter around the Bahamas and Florida!"
- Van Mill 43m Luxury Crewed Motor Yacht
- Length: 43 m
- Year: 1988 (2017 Refit)
- Cabins: 5
- Berths: 12
- From $120000 to $140000 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 $56000 to $56000 per week
BOATBOOKINGS SAYS:
"Luxuruious, stately and incredibly spacious; ideal for a long day of adventure and entertainment!"
- Hargrave 101 Luxury Crewed Motor Yacht
- Length: 30.78 m
- Year: 2010 (2021 Refit)
- Cabins: 4
- Berths: 8
- From $54900 to $61500 per week
BOATBOOKINGS SAYS:
"The ideal yacht for four couples looking to cruise the Exumas in comfort and style."
- 5 Cabins Crewed Motor Yacht
- Length: 25.6 m
- Year: 2008
- Cabins: 5
- Berths: 10
- From $8168 per day
BOATBOOKINGS SAYS:
"A beautifully upgraded interior and exterior with great outdoor space and a jacuzzi."
- Rodriguez Yachts 62 Crewed Power Catamaran
- Length: 18.9 m
- Year: 2007
- Cabins: 3
- Berths: 0
- From $39000 to $39000 per week
BOATBOOKINGS SAYS:
"The ultimate crewed powercat for charters in Florida. Cruise from Miami to the famous Florida Keys and beyond!"
- Sunseeker 98 Crewed Motor Yacht
- Length: 98 m
- Year: 2010 (2020 Refit)
- Cabins: 4
- Berths: 8
- From $55000 to $60000 per week
BOATBOOKINGS SAYS:
"Beautiful, alluring and unspoilt. To charter a luxury crewed motor yacht in the Bahamas, is to sail the Eden-island-retreat of the yachting world - especially onboard the impeccably designed EMRYS."
