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:
"Brand new in 2018, enjoy ultimate luxury aboard this magnificent Motor Yacht!"

STARSHIP - 143 Van Mill -  5 Staterooms - Florida - Bahamas
STARSHIP
    143 Van Mill - 5 Staterooms - Florida - Bahamas
  • 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:
"Experience total luxury onboard this elegant motor yacht!"

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!"

BG3 - Sunseeker  Predator 74 - Miami Day Charter Yacht - Miami - South Beach
BG3
    Sunseeker Predator 74 - Miami Day Charter Yacht - Miami - South Beach
  • Sunseeker Predator 74 Crewed Motor Yacht
  • Length: 22.56 m
  • Year: 2009
  • Cabins: 3
  • Berths: 4
  • From $6000 per day
Details Enquire
  • Berths: 4
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 22.56 m (76' )
  • Year: 2009
From $6000
per day

BOATBOOKINGS SAYS:
"Treat yourself to a beautiful day trip getaway around Miami! No better way to do it than on BG3..."

TOP FIVE - Christensen 157 - 6 Cabins - Newport - Bahamas - Marthas Vinyard - Paradise Island - Georgetown - Miami VIEW 1 REVIEW 
TOP FIVE
    Christensen 157 - 6 Cabins - Newport - Bahamas - Marthas Vinyard - Paradise Island - Georgetown - Miami
  • Christensen 157 Luxury Crewed Motor Yacht
  • Length: 47.85 m
  • Year: 2005 (2009 Refit)
  • Cabins: 6
  • Berths: 12
  • From $180000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Motor
  • Length: 47.85 m (162' 9")
  • Year: 2005 (2009 Refit)
VIEW 1 REVIEW
From $180000
per week

BOATBOOKINGS SAYS:
"This luxury yacht is ideal for events and includes a jacuzzi, two jet skis and all the amenities you could want."

SANCTUARY - 63` Marquis Sport - Miami Day Charter Yacht - South Beach - Miami - Florida
SANCTUARY
    63` Marquis Sport - Miami Day Charter Yacht - South Beach - Miami - Florida
  • 63` Marquis Sport Crewed Motor Yacht
  • Length: 19.2 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From $5500 per day
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 19.2 m (65' )
  • Year: 2013
From $5500
per day

BOATBOOKINGS SAYS:
"This is a boat for both relaxing and exploring; spacious and sporty sums her up best!"

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 $4750 per day
Details Enquire
  • Berths: 0
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2007
From $4750
per day

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

ROCKSTAR - Trinity Yachts 161 - 5 Cabins - Bahamas - Fort Lauderdale - Nassau - Paradise Island - St. Maarten - St. Barths - Monaco - Cannes - Porto Cervo VIEW 1 REVIEW 
ROCKSTAR
    Trinity Yachts 161 - 5 Cabins - Bahamas - Fort Lauderdale - Nassau - Paradise Island - St. Maarten - St. Barths - Monaco - Cannes - Porto Cervo
  • Trinity Yachts 161 Luxury Crewed Motor Yacht
  • Length: 49.07 m
  • Year: 2009 (2014 Refit)
  • Cabins: 5
  • Berths: 12
  • From $238000 to $261800 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 49.07 m (166' 11")
  • Year: 2009 (2014 Refit)
VIEW 1 REVIEW
From $238000 to $261800
per week

BOATBOOKINGS SAYS:
"Young and energetic crew. We highly recommend her for charters!"

AVALON - Delta Marine 46m - 5 Cabins - Bahamas - New England - Caribbean VIEW 3 REVIEWS 
AVALON
    Delta Marine 46m - 5 Cabins - Bahamas - New England - Caribbean
  • Delta Marine 46m Luxury Crewed Motor Yacht
  • Length: 46 m
  • Year: 2009 (2017 Refit)
  • Cabins: 5
  • Berths: 12
  • From $155000 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 46 m (156' 4")
  • Year: 2009 (2017 Refit)
VIEW 3 REVIEWS
From $155000
per week

BOATBOOKINGS SAYS:
"One of the most striking luxury motor yachts cruising the Bahamas, 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 $95000 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 $95000
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."

RELENTLESS - Trinity 145 - 5 Cabins  - Bahamas - Nassau - Paradise Island - Florida - Fort Lauderdale - Miami
RELENTLESS
    Trinity 145 - 5 Cabins - Bahamas - Nassau - Paradise Island - Florida - Fort Lauderdale - Miami
  • Trinity 145 Luxury Crewed Motor Yacht
  • Length: 44.2 m
  • Year: 2001 (2016 Refit)
  • Cabins: 5
  • Berths: 10
  • From $132000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 44.2 m (150' 4")
  • Year: 2001 (2016 Refit)
From $132000
per week

BOATBOOKINGS SAYS:
"Designed for maximum comfort in luxury surroundings."

LADY DORIS - Sunseeker 82 - 4 Cabins - Bahamas - Miami Beach
LADY DORIS
    Sunseeker 82 - 4 Cabins - Bahamas - Miami Beach
  • Sunseeker 82 Luxury Crewed Motor Yacht
  • Length: 25 m
  • Year: 2006 (Refit 2014)
  • Cabins: 4
  • Berths: 8
  • From $32000 to $36000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 25 m (85' 4")
  • Year: 2006 (Refit 2014)
From $32000 to $36000
per week

BOATBOOKINGS SAYS:
"Elegant, modern and comfortable; the perfect family-sized motorboat in which to explore the wonders of the Bahamas!"

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