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
- Azimut 88 Luxury Crewed Motor Yacht
- Length: 26 m
- Year: 2019
- Cabins: 5
- Berths: 10
- From $80000 to $90000 per week
BOATBOOKINGS SAYS:
"A 2019 Azimut with everything you need: Jacuzzi, water toys, stabilizer at anchor and underway with a reputable Captain and Chef!"
- 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."
- Sunreef 68 Supreme Power Power Catamaran
- Length: 20 m
- Year: 2018
- Cabins: 3
- Berths: 6
- From $57000 to $62000 per week
BOATBOOKINGS SAYS:
"Every moment will never be bland while enjoying your Florida adventure on ISLAND MAJESTY!"
- 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!"
- Ferretti Custom Line Navetta 28 Luxury Crewed Motor Yacht
- Length: 28 m
- Year: 2017 (2022 Refit)
- Cabins: 5
- Berths: 13
- From $68000 to $88000 per week
BOATBOOKINGS SAYS:
"Find your favorite anchorage among the alluring Bahamian islands on BONUS ROUND!"
- 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."
- Lazzara 112 Crewed Motor Yacht
- Length: 34.14 m
- Year: 2004 (2023 Refit)
- Cabins: 5
- Berths: 10
- From $69000 per week
BOATBOOKINGS SAYS:
"LADY KRISTINA is a regal yacht that boasts glossy wood furnishings evoking a classy feel."
- 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!"
- 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: 39.62 m
- Year: 1993
- Cabins: 6
- Berths: 12
- From $115000 to $135000 per week
BOATBOOKINGS SAYS:
"SWEET ESCAPE is a fantastic vessel to explore the Bahamas this summer with a fantastic range of water toys!"
- Trinity 142 Crewed Motor Yacht
- Length: 43 m
- Year: 2010
- Cabins: 5
- Berths: 10
- From $150000 to $172500 per week
BOATBOOKINGS SAYS:
"Reside like royalty onboard AQUASITION whilst exploring the idyllic Exuma Park with friends and family."
- Trinity 157 Luxury Crewed Motor Yacht
- Length: 47.85 m
- Year: 2006 (2014 Refit)
- Cabins: 5
- Berths: 11
- From $165000 to $184000 per week
BOATBOOKINGS SAYS:
"Impressive cruising capabilities, pedigree build and comfortable onboard spaces makes MISS CHRISTINE the ultimate charter yacht."
- Day Charter Crewed Motor Yacht
- Length: 0 m
- Year:
- Cabins: 2
- Berths: 4
- From $3000 per day
BOATBOOKINGS SAYS:
"No better way to enjoy the Miami skyline than with this motor yacht!"
- 3 Staterooms Crewed Motor Yacht
- Length: 13.29 m
- Year: 2003
- Cabins: 2
- Berths: 4
- From $3599 per day
BOATBOOKINGS SAYS:
"No better way to look out over the incredible skyline of Miami."
- Mangusta 72 Crewed Motor Yacht
- Length: 23 m
- Year: 2004 (2022 Refit)
- Cabins: 3
- Berths: 6
- From €25000 per week
BOATBOOKINGS SAYS:
"Channel your inner rocketman and enjoy exhilarating high-speed cruising along the dazzling French Riviera aboard ELTON II!"
- Princess UK 85 Luxury Crewed Motor Yacht
- Length: 25.93 m
- Year: 2012
- Cabins: 4
- Berths: 8
- From $42000 per week
BOATBOOKINGS SAYS:
"You will definitely wish for an extended stay on PRAYING FOR OVERTIME as you cruise the enchanting Bahamas."
- Hargrave 116 Luxury Crewed Motor Yacht
- Length: 35 m
- Year: 2016
- Cabins: 5
- Berths: 10
- From $90000 to $90000 per week
BOATBOOKINGS SAYS:
"This beautiful 2016 Hargrave is perfect for your holiday in New England this summer, or in the Bahamas for the winter months!"
- Custom 140 Luxury Crewed Motor Yacht
- Length: 43 m
- Year: 2012
- Cabins: 5
- Berths: 11
- From $139000 to $149000 per week
BOATBOOKINGS SAYS:
"You will not get enough of the thrill, excitement, and fun aboard JUST ENOUGH on your Miami cruise!"
- Trinity 145 Luxury Crewed Motor Yacht
- Length: 44 m
- Year: 2001
- Cabins: 5
- Berths: 10
- From $150000 to $172500 per week
BOATBOOKINGS SAYS:
"Designed for maximum comfort, step onboard RELENTLESS for luxurious, yet adventuresome vacations on the water."
- Day Charter Crewed Motor Yacht
- Length: 72 m
- Year: 2008
- Cabins: 3
- Berths: 6
- From $3300 to $4500 per day
BOATBOOKINGS SAYS:
"The most perfect way to see Miami is from the water on board your very own private yacht!"
- Day Charter Crewed Motor Yacht
- Length: 84 m
- Year: 2008
- Cabins: 4
- Berths: 8
- From $5500 to $6500 per day
BOATBOOKINGS SAYS:
"Sophisticated Joyce 84` available for exploring the Miami coastline."
- 4+2 Cabins (4 double 2 single) Bareboat Catamaran
- Length: 12.58 m
- Year: 2020
- Cabins: 6
- Berths: 12
- From $4968 to $12414 per week
BOATBOOKINGS SAYS:
"This new 2020 Astrea 42 is the perfect mid-size cat for sailing with friends and family out of Miami!"
