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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

All-inclusive Yacht Charters to the Florida Keys, Cuba and The Bahamas

Bedrooms 3
Space 4,500 sq ft
Property type yacht
Minimum Stay 4 - 5 nights


About the property

A Locally Owned Charter Company That Specializes In Carefree Cruising

Throughout the Caribbean, you’ll find sunshine, blue skies, perfect snorkeling and scuba diving, water sports and endless activities… enjoy cocktails on board as the sun sets or venture ashore to find a bustling bar or a hidden local treasure.

Chartering a crewed luxury motor yacht is one of the most pleasurable vacations possible and the beauty of going where you want when you want makes it all the better. You do not have to do any of the work handling the yacht or navigating the waters. It is like being at a five-star resort with views that change daily. Whether it’s the Bahamas, Turks and Caicos, or Cuba our professional crew can assist in creating a long weekend or a two week vacation to remember.

Though boating or yacht cruising can often come at a premium, we make the special effort to ensure you and your loved ones get the most bang for your buck. The rates listed are for the yacht. When you provide your desired dates we can help you plan out destinations and estimate your fuel, food and Captain cost to make it an all-inclusive charter to include prepared meals, provisions, and even beverages.

Our Hatteras cockpit motor yacht is affectionately known as one of the safest boats ever built. Our charter company was born out endless requests by friends, family, "friends of friends", and strangers to cruise any length trip from a four hour day / dinner cruise to a month long vacation. Carefree is perfect to navigate from the Florida Keys to the Caribbean Islands. As a family run, locally-owned business, we're happy to host cocktail receptions, all-inclusive family vacations, or even deep sea fishing trips. Our Hatteras boast four staterooms (sleeps up to eight adults), four bathrooms, a dining/living area, spacious galley, large fly bridge, sun bathing deck, aft patio and surface level cock pit for amazing fishing, diving and water sports. The yacht comes outfitted with a small dingy, along with two sea kayaks and transom hot/cold water shower and fish freezer. Carefree has many upgrades that make it perfect for long range cruises including a fresh water maker, ice maker, master jacuzzi tub and lots of storage and provision capacity.

More Details

Property Manager
Captain Bob
Member since: 2016
Speaks English, French, German, Spanish, Portuguese, Russian, Italian, Dutch, Swedish, Greek, Norwegian, Mandarin
Response time:
Within a few hours
Response rate:
Calendar last updated:
16 August, 2018

About Captain Bob

I'm the proud owner of Carefree Yacht Charters. Our family owned charter company gained its sea legs over 10 years ago.

We love fishing, diving and lazy excursions to places like Bimini, Exuma, Nassau, or Havana.

I'm a proud Dad of 10 year old and love sharing our space with other water/boat lovers. We're active scuba divers and enjoy meeting other families who are interested in a quick getaway or an extended excursion.

You and your loved ones will likely fit right in on Carefree.

Captain Bob purchased this yacht in 2010

Why Captain Bob chose World

We began chartering yachts at a unique time in my life. It's been a blessing to share the experience with so many friends and family members. It's effectively your home away from home. If you're interested in safe, legal, and affordable cruising--this is the best, bar none.

What makes this yacht unique

All-inclusiveness. Our booking structure allows for families or couples who are looking for a budget-minded getaway to take advantage with no worries.

Guestbook comments from the manager

We were looking for a unique family vacation and chartering a yacht turned out to be an amazing experience. We took a 5 day trip to the Bahamas where the weather was awesome and the beaches were beautiful. Our family was able to spend some quality time together with something to do for everyone. Thanks Carefree crew for a vacation we will cherish forever.
Mar 2017
  • 1 of 1


Accommodation and facilities for this holiday yacht around the World around the

Property Type:
  • yacht
  • Catering available
  • Housekeeper Included
Floor Area:
  • 4500 sq ft
House Rules:
  • Check-in: Flexible / Check-out: Flexible
  • Max. occupancy: 8
  • pets considered
  • Events Allowed
  • children welcome
  • smoking allowed
Location Type:
  • Beach View
  • Beachfront
  • city centre
  • Golf Course Front
  • Lake View
  • Lakefront
  • Monument View
  • near the sea
  • Ocean View
  • Oceanfront
  • resort
  • rural
  • village
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fitness Room / Equipment
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 10 people
  • 3 Bathrooms
  • Bathroom 2 - Toilet , Shower Enclosure
    Bathroom 3 - Toilet , Shower Enclosure
    Bathroom 1 - Toilet , Shower Enclosure
  • 3 Bedrooms, Sleeps 8
  • Bedroom 1 - 3 Single Bed
    Bedroom 3 - 2 Single Bed
    Bedroom 2 - 2 Single Bed
  • Books
  • DVD Player
  • Games
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Video Games
  • Video Library
  • Balcony
  • Bicycles
  • Boat ...
  • Terrace
  • Golf
  • Kayak / Canoe ...
  • Lanai / Gazebo
  • Garden
  • Barbecue
  • Tennis
  • Water Sports Gear ...
  • 1 bicycles
  • Long-term Renters Welcome
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • Hot Tub
  • Indoor Pool
  • Private Pool
  • Sauna
Onsite Services:
  • Car Available
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • duty free shops
  • festivals
  • Health/Beauty Spa
  • library
  • live theatre
  • marina
  • museums
  • playground
  • recreation centre
  • restaurants
  • ruins
  • synagogues
  • theme parks
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • gambling casinos
  • horse riding
  • Horseshoes
  • luaus
  • Miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • Shelling
  • Shopping
  • Shuffleboard
  • sight seeing
  • walking
  • whale watching
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf pass optional
  • hiking
  • Hot Air Ballooning
  • hunting
  • jet skiing
  • Kayaking
  • mountain biking
  • paragliding
  • Parasailing
  • pier fishing
  • Racquetball
  • rafting
  • Rock Climbing
  • sailing
  • diving
  • snorkelling
  • Snorkeling/Diving
  • bay fishing
  • caving
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • whitewater rafting
  • wind-surfing


5/5 -
(1 traveller review)

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All-inclusive Yacht Charters to the Florida Keys, Cuba and The Bahamas
average rating of 5.0 based on 2 reviews
Chicago IL

What a wonderful vacation

  • 5 of 5

We were fortunate to book a charter vacation on Carefree to Cuba for a week. The boat was very comfortable. The staff was friendly and accommodating. The food was great! We had never stayed on a yacht before, but were happy that it turned out to be an affordable vacation and it was a lot of fun for our family and friends who joined us. Cuba I was a very fascinating and historical destination. We will definitely do this again next year!

  • Review Submitted: 19-Nov-2016
  • Date of Stay: August 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
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Car: not necessary

We are happy to service the Fort Lauderdale, Miami and Key West markets including Bahamas, Cuba and Florida Keys.


Prices & Availability

Ask Manager a Question

Additional pricing information

Pet Fee £231.75
Property Damage Insurance £61.03

Rates quoted is the total price for up to 7 adults. We can also accommodate up to 2-3 additional children (10 or under) if you are flexible with sleeping quarters. The rates do not include food, fuel, captain, chef or steward if requested. These cost will be estimated and provided at the time booking depending on your needs and requested destinations.

Rates are subject to change until reservation is confirmed. For unique bookings, please inquire for exact pricing.

Manager's Cancellation Policy

  • 50% refund for cancellations more than 30 days before check-in date.
  • 100% refund for cancellations more than 60 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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