Islamorada, Florida Keys Overview and Charter Yachts
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.
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 Sport fishing 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 onboard a classic yacht, enjoy a spa treatment, shop at the local artisans stores, dine on fresh local seafood at any one of the many Florida style restaurants along the US1 stretch.
Note:
Yacht Charter weddings, honeymoons and Valentines Days are very popular on this beautiful island - it is very romantic! Call us to help you plan your special occasion, or read more on chartering a yacht for a honeymoon.
Suggested One Day Charter Itinerary
Embark around noon and cruise away from the dock out to the islands anchor out and kayak along the States Parks and Botanical sites.
Anchor off Loreleis and listen to the evening music and enjoy a great keys sunset.
Have a romantic dinner onboard and wait for the myriads of stars to shine down on the cockpit. Enjoy the full moon party onshore once a month.
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 Bahia Honda
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)
- Azimut 100 Luxury Crewed Motor Yacht
- Length: 30.48 m
- Year: 2010 (2016 Refit)
- Cabins: 4
- Berths: 8
- From $48000 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!"
- Ocean Alexander 112 Luxury Crewed Motor Yacht
- Length: 34.14 m
- Year: 2018
- Cabins: 5
- Berths: 10
- From $72500 to $85000 per week
BOATBOOKINGS SAYS:
"Enjoy ultimate luxury aboard this magnificent Motor Yacht!"
- 143 Van Mill Luxury Crewed Motor Yacht
- Length: 43.59 m
- Year: 1988 (2015 Refit)
- Cabins: 5
- Berths: 12
- From $120000 to $135000 per week
BOATBOOKINGS SAYS:
"Make full use of her amazing water toy selection, which includes 5 jet skis. Captain Steve will show you the best that each Bahamian Cay can offer!"
- Ferretti 75 Luxury 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 Luxury Crewed Motor Yacht
- Length: 27 m
- Year: 2006
- Cabins: 4
- Berths: 10
- From $8000 per day
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 $63000 per week
BOATBOOKINGS SAYS:
"Luxuruious, stately and incredibly spacious; ideal for a long day of adventure and entertainment!"
- 5 Cabins Luxury 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."
- Ferretti 30m Luxury Crewed Motor Yacht
- Length: 30.48 m
- Year: 2012 (2017 Refit)
- Cabins: 5
- Berths: 10
- From $62500 per week
BOATBOOKINGS SAYS:
"A beautiful yacht with truly stunning features that are sure to impress you and your guests!"
- Princess 95 Luxury Crewed Motor Yacht
- Length: 29.64 m
- Year: 2009 (2014 Refit)
- Cabins: 4
- Berths: 8
- From $43000 to $47000 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!"
- Lagoon Seventy 7 Crewed Sailing Catamaran
- Length: 23.5 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $55000 to $57000 per week
BOATBOOKINGS SAYS:
"The iconic Lagoon Seventy 7 is a real stand-out yacht cruising the Caribbean!"
- Sunseeker Predator 74 Luxury Crewed Motor Yacht
- Length: 22.56 m
- Year: 2009
- Cabins: 3
- Berths: 4
- From $4800 to $5600 per day
BOATBOOKINGS SAYS:
"Go ALL IN this winter and explore the highlights of Miami, the Florida Keys and the Bahamas."
- Rodriguez Yachts 62 Crewed Power Catamaran
- Length: 18.9 m
- Year: 2007
- Cabins: 3
- Berths: 0
- From $5000 per day
BOATBOOKINGS SAYS:
"The ultimate crewed powercat for charters in Florida. Cruise from Miami to the famous Florida Keys and beyond!"
- Westport 130 Luxury Motor Yacht
- Length: 40 m
- Year: 2009 (Refit 2015)
- Cabins: 5
- Berths: 11
- From $99000 per week
BOATBOOKINGS SAYS:
"MILK MONEY is the most technologically advanced 130 Westport ever to be built. Love, care and ultimate dedication went into her construction, which has filtered through into the overall charter experience."
- Westport 112 Luxury Crewed Motor Yacht
- Length: 34.14 m
- Year: 2008 (Refit 2015)
- Cabins: 4
- Berths: 8
- From $55000 to $55000 per week
BOATBOOKINGS SAYS:
"Her 2015 refit has made MY MAGGIE contemporary and luxurious, perfect for family charters in the Bahamas."
- Delta Marine 46m Luxury Crewed Motor Yacht
- Length: 46 m
- Year: 2009 (2017 Refit)
- Cabins: 5
- Berths: 12
- From $155000 to $165000 per week
BOATBOOKINGS SAYS:
"One of the most striking luxury motor yachts cruising Alaska this summer, highly recommended by the Boatbookings team."
- Trinity 157 Luxury Crewed Motor Yacht
- Length: 47.85 m
- Year: 2006 (2014 Refit)
- Cabins: 5
- Berths: 11
- From $130000 per week
BOATBOOKINGS SAYS:
"This glorious luxury yacht is the perfect charter yacht for guests wanting unadulterated luxury to sail the Caribbean and Bahamas!"
- Day Charter Luxury 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 Charter 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."
- Trinity 145 Luxury Crewed Motor Yacht
- Length: 44.2 m
- Year: 2001 (2016 Refit)
- Cabins: 5
- Berths: 10
- From $132000 per week
BOATBOOKINGS SAYS:
"Designed for maximum comfort in luxury surroundings."
- Symbol 92 Luxury Crewed Motor Yacht
- Length: 25.9 m
- Year: 2010
- Cabins: 3
- Berths: 6
- From $24500 to $30500 per week
BOATBOOKINGS SAYS:
"A great motor boat for exploring the waters around the Bahamas and Florida."
- Westport 112 Luxury Motor Yacht
- Length: 34.14 m
- Year: 2006
- Cabins: 4
- Berths: 0
- From $45000 per week
BOATBOOKINGS SAYS:
"Luxury Westport, refitted in 2020 is available for luxury charters!"
- Day Charter Luxury 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 Luxury 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."
- Trinity Yachts 150 Luxury Crewed Motor Yacht
- Length: 45.71 m
- Year: 2003 (2017 Refit)
- Cabins: 5
- Berths: 11
- From $139500 to $150000 per week
BOATBOOKINGS SAYS:
"Beautfiully re-fitted with an expansive collection of toys. Perfect for the adventurer and active guest!"
- Hatteras 75 Luxury Crewed Motor Yacht
- Length: 22.86 m
- Year: 2002 - refitted 2010
- Cabins: 3
- Berths: 6
- From $20500 to $21500 per week
BOATBOOKINGS SAYS:
"A great boat for exploring the Bahamas, Florida and the Virgin Islands"
- Broward 100 Luxury Crewed Motor Yacht
- Length: 29.4 m
- Year: 1985 (2000 Refit)
- Cabins: 3
- Berths: 6
- From $29500 per week
- Westport 130 Luxury Crewed Motor Yacht
- Length: 39.62 m
- Year: 2008 (2016 Refit)
- Cabins: 5
- Berths: 10
- From $115000 per week
BOATBOOKINGS SAYS:
"ANTARES is the perfect charter yacht for exploring the Bahamas in the comfort of unrivalled luxury!"
- Azimut 116 Luxury Crewed Motor Yacht
- Length: 35.36 m
- Year: 2008
- Cabins: 5
- Berths: 10
- From $52000 to $57500 per week
BOATBOOKINGS SAYS:
"An elegant, athletic, modern and sexy luxury motor yacht"
- Sunseeker Predator 75 Luxury Crewed Motor Yacht
- Length: 23 m
- Year: 2000
- Cabins: 2
- Berths: 4
- From $4000 to $5000 per day
BOATBOOKINGS SAYS:
"The best priced Sunseeker motor yacht available for day charters in Miami!"
- 4 Cabins Bareboat Catamaran
- Length: 11.89 m
- Year: 2013
- Cabins: 4
- Berths: 8
- From $5600 to $6650 per week
BOATBOOKINGS SAYS:
"Brand new Lipari 41 available in Miami!"
