Islamorada, Florida Keys Overview and Charter Yachts

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)

More on Chartering a Yacht in Florida

Displaying: Your Search Results in Miami FL
SUGARAY - Ocean Alexander 112 - 5 Cabins - Nassau - Bahamas - Miami - Florida
SUGARAY
    Ocean Alexander 112 - 5 Cabins - Nassau - Bahamas - Miami - Florida
  • Ocean Alexander 112 Luxury Crewed Motor Yacht
  • Length: 34.14 m
  • Year: 2018
  • Cabins: 5
  • Berths: 10
  • From $72500 to $85000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 34.14 m (116' 6")
  • Year: 2018
From $72500 to $85000
per week

BOATBOOKINGS SAYS:
"Enjoy ultimate luxury aboard this magnificent Motor Yacht!"

STARSHIP - 143 Van Mill -  5 Staterooms - Bahamas - Nassau - Exumas
STARSHIP
    143 Van Mill - 5 Staterooms - Bahamas - Nassau - Exumas
  • 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
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 43.59 m (148' 3")
  • Year: 1988 (2015 Refit)
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!"

Lazzara 84 - 5 Cabins - Miami Day Boat Rental - South Beach - Biscayne Bay Miami - Miami - Florida
Lazzara 84
    5 Cabins - Miami Day Boat Rental - South Beach - Biscayne Bay Miami - Miami - Florida
  • 5 Cabins Luxury Crewed Motor Yacht
  • Length: 25.6 m
  • Year: 2008
  • Cabins: 5
  • Berths: 10
  • From $8168 per day
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 25.6 m (87' 4")
  • Year: 2008
From $8168
per day

BOATBOOKINGS SAYS:
"A beautifully upgraded interior and exterior with great outdoor space and a jacuzzi."

Azimut 80 - 4 Cabins - Miami Day Boat Rental - Miami - South Beach - Biscayne Bay
Azimut 80
    4 Cabins - Miami Day Boat Rental - Miami - South Beach - Biscayne Bay
  • 4 Cabins Crewed Motor Yacht
  • Length: 24.38 m
  • Year:
  • Cabins: 4
  • Berths: 8
  • Enquire for prices
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 24.38 m (82' 2")
  • Year:
Enquire for prices

BOATBOOKINGS SAYS:
"The perfect yacht for experiencing all that Miami has to offer"

AMORE MIO - Ferretti 30m - 5 Cabins - Bahamas - Exumas - Nassau
AMORE MIO
    Ferretti 30m - 5 Cabins - Bahamas - Exumas - Nassau
  • Ferretti 30m Luxury Crewed Motor Yacht
  • Length: 30.48 m
  • Year: 2012 (2017 Refit)
  • Cabins: 5
  • Berths: 10
  • From $62500 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 30.48 m (103' )
  • Year: 2012 (2017 Refit)
From $62500
per week

BOATBOOKINGS SAYS:
"A beautiful yacht with truly stunning features that are sure to impress you and your guests!"

CRISTOBAL - Princess 95 - 4 Cabins - Bahamas - Florida - Miami - Nassau - Georgetown
CRISTOBAL
    Princess 95 - 4 Cabins - Bahamas - Florida - Miami - Nassau - Georgetown
  • Princess 95 Crewed Motor Yacht
  • Length: 29.64 m
  • Year: 2009 (2014 Refit)
  • Cabins: 4
  • Berths: 8
  • From $43000 to $47000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 29.64 m (100' )
  • Year: 2009 (2014 Refit)
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!"

TELLSTAR - Lagoon Seventy 7 - 4 Cabins - Nassau - Bahamas - Miami - Tortola
TELLSTAR
    Lagoon Seventy 7 - 4 Cabins - Nassau - Bahamas - Miami - Tortola
  • Lagoon Seventy 7 Crewed Sailing Catamaran
  • Length: 23.5 m
  • Year: 2019
  • Cabins: 4
  • Berths: 8
  • From $55000 to $57000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 23.5 m (79' 10")
  • Year: 2019
From $55000 to $57000
per week

BOATBOOKINGS SAYS:
"The iconic Lagoon Seventy 7 is a real stand-out yacht cruising the Caribbean!"

LEGEND AND SOUL - Rodriguez Yachts 62 - Miami Day Charter - Miami - Ft Lauderdale
LEGEND AND SOUL
    Rodriguez Yachts 62 - Miami Day Charter - Miami - Ft Lauderdale
  • Rodriguez Yachts 62 Crewed Power Catamaran
  • Length: 18.9 m
  • Year: 2007
  • Cabins: 3
  • Berths: 0
  • From $5000 per day
Details Enquire
  • Berths: 0
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2007
From $5000
per day

BOATBOOKINGS SAYS:
"The ultimate crewed powercat for charters in Florida. Cruise from Miami to the famous Florida Keys and beyond!"

AVALON - Delta Marine 46m - 5 Cabins - Nassau - Bahamas - St Barths - Virgin Islands VIEW 4 REVIEWS 
AVALON
    Delta Marine 46m - 5 Cabins - Nassau - Bahamas - St Barths - Virgin Islands
  • Delta Marine 46m Luxury Crewed Motor Yacht
  • Length: 46 m
  • Year: 2009 (2017 Refit)
  • Cabins: 5
  • Berths: 12
  • From $155000 to $165000 per week
VIEW 4 REVIEWS  Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 46 m (156' 4")
  • Year: 2009 (2017 Refit)
VIEW 4 REVIEWS
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."

MILK MONEY - Westport 130 - 5 Staterooms - Bahamas - Nassau - Paradise Island - Georgetown - Staniel Cay - Exumas - Fort Lauderdale - Miami VIEW 1 REVIEW 
MILK MONEY
    Westport 130 - 5 Staterooms - Bahamas - Nassau - Paradise Island - Georgetown - Staniel Cay - Exumas - Fort Lauderdale - Miami
  • Westport 130 Luxury Motor Yacht
  • Length: 40 m
  • Year: 2009 (Refit 2015)
  • Cabins: 5
  • Berths: 11
  • From $99000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 40 m (136' 4")
  • Year: 2009 (Refit 2015)
VIEW 1 REVIEW
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."

MY MAGGIE - Westport 112 - 4 Cabins - Bahamas - Nassau - Georgetown - Miami
MY MAGGIE
    Westport 112 - 4 Cabins - Bahamas - Nassau - Georgetown - Miami
  • Westport 112 Luxury Crewed Motor Yacht
  • Length: 34.14 m
  • Year: 2008 (Refit 2015)
  • Cabins: 4
  • Berths: 8
  • From $55000 to $55000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 34.14 m (116' 6")
  • Year: 2008 (Refit 2015)
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."

SERENITY 133 - IAG Yachts 133 - 6 Cabins - Bahamas - Florida - Miami - Nassau
SERENITY 133
    IAG Yachts 133 - 6 Cabins - Bahamas - Florida - Miami - Nassau
  • IAG Yachts 133 Luxury Crewed Motor Yacht
  • Length: 40.53 m
  • Year: 2016
  • Cabins: 6
  • Berths: 12
  • From $140000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Motor
  • Length: 40.53 m (137' 9")
  • Year: 2016
From $140000
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!"

NEVER ENOUGH - Trinity 157 - 5 Cabins - Bahamas - Nassau - Caribbean - Miami - Florida
NEVER ENOUGH
    Trinity 157 - 5 Cabins - Bahamas - Nassau - Caribbean - Miami - Florida
  • Trinity 157 Luxury Crewed Motor Yacht
  • Length: 47.85 m
  • Year: 2006 (2014 Refit)
  • Cabins: 5
  • Berths: 11
  • From $150000 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 47.85 m (162' 9")
  • Year: 2006 (2014 Refit)
From $150000
per week

BOATBOOKINGS SAYS:
"This glorious luxury yacht is the perfect charter yacht for guests wanting unadulterated luxury to sail the Caribbean and Bahamas!"

Marquins 43 - Day Charter - 2 State Rooms - Day Charter - Miami
Marquins 43
    Day Charter - 2 State Rooms - Day Charter - Miami
  • Day Charter Crewed Motor Yacht
  • Length: 0 m
  • Year:
  • Cabins: 2
  • Berths: 4
  • From $3000 per day
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Crewed
  • Type: Motor
  • Length: 0 m (0' )
  • Year:
From $3000
per day

BOATBOOKINGS SAYS:
"No better way to enjoy the Miami skyline than with this motor yacht!"

Azimut 42 - 3 Staterooms - Day Charter - Miami
Azimut 42
    3 Staterooms - Day Charter - Miami
  • 3 Staterooms Crewed Charter Yacht
  • Length: 13.29 m
  • Year: 2003
  • Cabins: 2
  • Berths: 4
  • From $3599 per day
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Crewed
  • Type: Motor
  • Length: 13.29 m (45' 9")
  • Year: 2003
From $3599
per day

BOATBOOKINGS SAYS:
"No better way to look out over the incredible skyline of Miami."

Top Rated Yachts
Charter destinations
  Click for larger map Mexico Yacht Charter South Pacific Yacht Charter Indian Ocean Yacht Charter including Seychelles and Maldives South East Asia Yacht Charter Mediterranean Sea Charter Northern Europe USA East Coast Brazil Charter Yachts Caribbean Yacht Charter Pacific Northwest Charter Yachts
Facebook Twitter Pinterest Youtube Instagram Linkedin

This website uses cookies --- I understand and accept