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Private sail charters in Key West

  • Stay and Sail its an Adventure start it on a private sail!
    Stay and Sail its an Adventure start it on a private sail!
    Stay and Sail its an Adventure start it on a private sail!
    Private Beach on site
    Picture of the boats cockpit
    Cozy for two
    Property description
    Key West
    Rental Home – 
    2 Bedrooms, 1 Bathroom, Sleeps 4
    What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy.

    Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet. Fully functional bathroom with electric toilet. Hot water and shower is on board. Cable TV and Internet is wireless broadband. We have Two kayaks at your disposal you can explore the hidden areas that are rarely seen by tourist. You wish to sail you may invite friends to come along for the sail, but I'm not authorized to take more than 6 passengers small upcharge for taking boat out.
    Please treat the boat as you would treat your own. No smoking on the boat, I'm available anytime day or nigh...
  • Amenities & details
    • Air Conditioning
    • Canoe
    • Deck
    • Fitness Room
    • Freezer
    • Grill
    • Internet Access
    • Kettle
    • Linens Provided
    • Microwave
    • Paper Towels Provided
    • Parking
    • Private Beach
    • Refrigerator
    • Safe
    • Satellite TV
    • Secure Parking
    • Shared Outdoor Pool (Heated)
    • Stereo System
    • Stove
    • Towels Provided
    • Washer
    • Water Views
    • Wheelchair Access:
    • Elder Access:
    • Pets Allowed:
    • Smoking Allowed:
    • Suitable for Children:
    Listing #FK614999 by: FlipKey
  • Rates

    Rates are calculated based on the latest information provided. Please contact the manager/owner to confirm actual rates for your requested dates.

      Begins Ends Min stay Per night
    Default - - 1 night
    Fantasy Fest Oct 17, 2014 Oct 26, 2014 3 nights
    • 8 Hour Sail Charter: $775 / stay - Fee
    • 4 Hour Sail Charter: $475 / stay - Fee
    • 2 Hour Sail Charter: $175 / stay - Fee
    • Cleaning fee: $40 / stay - Fee
    Additional Rate and Availability Information
    All Sail charters are private. We will take you on the local waters on the sail boat you are staying on. A USCG licensed Captain will call you after your booking to confirm the best time and day during your stay. Capt. James will show up 30 prior to departure and and call the day to confirm. If weather prevents a sail we will issue you a full refund.

    2 Hour Sail - Normally during the sunset hours but can be anytime during your stay.

    4 Hour Sail - 1 Hour sail to Western Sambo reef 2 hour snorkeling and 1 hour sail return. If you want to sail the whole trip that is fine as well. Light snack and non-alcoholic beverage is supplied.

    8 Hour Sail- This trip is customized to what ever you wish to do: Options include Sailing to isolate Islands to Kayak, Sailing to Reef for Snorkel, Fishing while Sailing. Lunch and snacks is included on the Charter.
  • Property location
    Things to Do
    Additional Location Information
    6000 Peninsular Ave. Key West Fl 33040. Key West Harbour Marina. Inner Basin 14 S/V Jaffo. Peninsular Ave is at a Dead end road. When you reach the end you will see the red brick road along a yellow warehouse follow the road to a white gate. When you come through the front gate follow around to the left. Boat is in front of the club house. Boat name is Jaffo. There is free parking for your car and its right in front of the boat. I will be there to check you in and give you the key.

    Code to the front gate is 2009*

    House Rules
    No smoking on boat, Do not take boat out, I'm a licensed Master 100 Ton USCG Captain and can take you out if you wish. If something breaks call me so I can get someone over there to fix it. and the last rule is to HAVE FUN!!!!
    House Manual
    OK Things are a little different on a sailboat so there are some considerations that should be adhered to. We will show you how to operate everything on the boat, if you have any questions we can come by and...
  • About this property
    How do I know if the property is available?
    How can I contact the owner?
    How will the owner contact me?
    What if I don't hear back from the owner?
    How do I pay?
    Is my payment insured in any way?

Reviews from our community

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Reviews from our community

Date | Rating
  • English first
  • Any
English first
Pittsburgh, Pennsylvania
1 review
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed March 4, 2014 for a stay in March 2014
people found this review helpful

I grew up sailing, so I knew what to expect for accommodations on the 33 foot Beneteau. It has everything you could possibly need, in a slightly smaller version. One couple, plenty of room. Two couples, you should know each-other very well. That said, with the nice weather, the cockpit can be considered extra living space for meals, etc. The... more

L Nichols
5 of 5 stars Reviewed February 26, 2014 for a stay in February 2014
people found this review helpful


Chicago, Illinois
3 reviews 3 reviews
3 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed February 23, 2014 for a stay in February 2014
people found this review helpful

The boat is exactly as stated and I found the accommodations very pleasant and comfortable . We stayed three nights. However some people might not as there are very "tight quarters" on relatively small boats. And I would not recommend it to individuals with mobility issues. The marina is very safe and the clubhouse and pool very nice. Our host... more

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Sail Florida Adventures
Speaks English
Listed since : Sep 2013
Response Rate: 90 %
Response Time: Within a few hours
Calendar Updated: 3 days ago
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