Islamorada - Florida Keys Overview

Florida yacht charters

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

Islamorada and the key yacht charterDay 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

the keys

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


THE SPACE BETWEEN - Leopard 46 - 3 Cabins - Nassau - Exumas - Bahamas
THE SPACE BETWEEN
    Leopard 46 - 3 Cabins - Nassau - Exumas - Bahamas
  • Leopard 46 Luxury Crewed Catamaran
  • Length: 14 m
  • Year: 2011 (2017 Refit)
  • Cabins: 3
  • Berths: 6
  • From $18600 to $21000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14 m (47' 8")
  • Year: 2011 (2017 Refit)
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!"

BELLAMAGGIO - Fountaine Pajot Salina 48 - 4 Cabins - Key West - Florida
BELLAMAGGIO
    Fountaine Pajot Salina 48 - 4 Cabins - Key West - Florida
  • Fountaine Pajot Salina 48 Crewed Catamaran
  • Length: 14.63 m
  • Year:
  • Cabins: 4
  • Berths: 8
  • From $1200 per day
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 14.63 m (49' 11")
  • Year:
From $1200
per day

BOATBOOKINGS SAYS:
"Relax in the lullaby of the Florida waters on BELLAMAGGIO!"

FANTASTIC - Azimut 77S - 4 Cabins - Miami - Florida East Coast - USA
FANTASTIC
    Azimut 77S - 4 Cabins - Miami - Florida East Coast - USA
  • Azimut 77S Crewed Motor Yacht
  • Length: 22 m
  • Year: 2019
  • Cabins: 4
  • Berths: 8
  • From $48000 to $48000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 22 m (74' 4")
  • Year: 2019
From $48000 to $48000
per week

BOATBOOKINGS SAYS:
"Get ready for an ecstatic water escape in Florida on the luxurious Azimut yacht FANTASTIC!"

JUS CHILL'N - Cheoy Lee Bravo 84 - 3 Cabins - Fort Lauderdale - Florida - USA
JUS CHILL'N
    Cheoy Lee Bravo 84 - 3 Cabins - Fort Lauderdale - Florida - USA
  • Cheoy Lee Bravo 84 Crewed Motor Yacht
  • Length: 26 m
  • Year: 2012 (2018 Refit)
  • Cabins: 3
  • Berths: 6
  • From $29500 to $29500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 26 m (88' 8")
  • Year: 2012 (2018 Refit)
From $29500 to $29500
per week

BOATBOOKINGS SAYS:
"Explore Florida like a queen as you revel in the homey comfort of JUS CHILL`N!"

PIPE DREAM - Westport 130 - 5 Cabins - Nassau - Paradise Island - Exumas - Bahamas - Fort Lauderdale - Florida East Coast
PIPE DREAM
    Westport 130 - 5 Cabins - Nassau - Paradise Island - Exumas - Bahamas - Fort Lauderdale - Florida East Coast
  • Westport 130 Luxury Crewed Motor Yacht
  • Length: 39.62 m
  • Year: 2014
  • Cabins: 5
  • Berths: 10
  • From $140000 to $140000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 39.62 m (134' 1")
  • Year: 2014
From $140000 to $140000
per week

BOATBOOKINGS SAYS:
"Live out your dream Bahamas luxury cruise on PIPE DREAM!"

EVA - Mangusta 92 - 4 cabins - Miami - Nassau ★★★★★ VIEW 1 REVIEW 
EVA
    Mangusta 92 - 4 cabins - Miami - Nassau
  • Mangusta 92 Crewed Motor Yacht
  • Length: 28.04 m
  • Year: 2007
  • Cabins: 4
  • Berths: 8
  • From $48000 to $48000 per week
★★★★★ VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 28.04 m (95' 8")
  • Year: 2007
★★★★★
VIEW 1 REVIEW
From $48000 to $48000
per week

BOATBOOKINGS SAYS:
"Magnificent Mangusta available to explore the most incredible waters of the Bahamas."

SWEET ESCAPE - Christensen 130 - 6 Cabins - Nassau - Staniel Cay - Exumas - Bahamas
SWEET ESCAPE
    Christensen 130 - 6 Cabins - Nassau - Staniel Cay - Exumas - Bahamas
  • Christensen 130 Luxury Crewed Motor Yacht
  • Length: 39 m
  • Year: 1993 (2022 Refit)
  • Cabins: 6
  • Berths: 12
  • From $115000 to $140000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Motor
  • Length: 39 m (132' )
  • Year: 1993 (2022 Refit)
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!"

PRAYING FOR OVERTIME - Princess UK 85 - Nassau - Exumas - Bahamas
PRAYING FOR OVERTIME
    Princess UK 85 - Nassau - Exumas - Bahamas
  • Princess UK 85 Luxury Crewed Motor Yacht
  • Length: 25.93 m
  • Year: 2012
  • Cabins: 4
  • Berths: 8
  • From $42000 to $42000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 25.93 m (88' 1")
  • Year: 2012
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."

JUST ENOUGH - Custom 140 - 5 Cabins - St Thomas - Tortola - BVI - Virgin Islands ★★★★★ VIEW 4 REVIEWS 
JUST ENOUGH
    Custom 140 - 5 Cabins - St Thomas - Tortola - BVI - Virgin Islands
  • Custom 140 Luxury Crewed Motor Yacht
  • Length: 43 m
  • Year: 2012
  • Cabins: 5
  • Berths: 11
  • From $119000 to $139000 per week
★★★★★ VIEW 4 REVIEWS  Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 43 m (146' 4")
  • Year: 2012
★★★★★
VIEW 4 REVIEWS
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!"

SCOTT FREE - President 114 - 4 Cabins - Fort Lauderdale - Florida East Coast - Bahamas ★★★★ VIEW 6 REVIEWS 
SCOTT FREE
    President 114 - 4 Cabins - Fort Lauderdale - Florida East Coast - Bahamas
  • President 114 Luxury Crewed Motor Yacht
  • Length: 34.75 m
  • Year: 2008
  • Cabins: 4
  • Berths: 8
  • From $52000 to $54000 per week
★★★★ VIEW 6 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 34.75 m (118' 7")
  • Year: 2008
★★★★
VIEW 6 REVIEWS
From $52000 to $54000
per week

BOATBOOKINGS SAYS:
"Experience the essence of freedom as you journey throughout the Bahamas on SCOTT FREE."

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