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Book Online or call HomeAway Booking Assistance +44-800-085-3815
Book Online or call HomeAway Booking Assistance +44-800-085-3815

42 ft. Sailboat Charter Stay 30% off Includes Sailing!

3 Reviews
Bedrooms 2
Property type boat
Minimum Stay 2 - 3 nights

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Minimum Stay
2 - 3 nights


Photos and Description of this 2 bedroom holiday boat in Historic Seaport - Key West Sailing Adventure

Key West Sailboat Moon Dance 42 ft. Irwin Sailboat 2 cabins 2 bathrooms

Fall and Winter Vacations Available NOW ! Plus you receive one of the best Key West Attractions- sailing with a crew is included! School age children free under 18 for a limited time, just let us know if you are bringing your family. Receive your own private custom crew sailing trip included on all charter bookings! Minimum two nights, three day stay will receive a 2 hour sunset or upgrade to a 4 hour sail for a discount after arrival during our 30% off sale. Add more sailing when you get here or upgrade your package. It's the best of both worlds in Key West. Downtown location and a #keywestwatersports attraction.

This is our couple (s) and family favorite and group sailboat; lots of room to relax. Special custom packages you may upgrade after you book with Homeaway, that more include day trips & excursions at sea. For the most fun you can have with your family or friends on a boat! Established in Key West Historic Seaport since 1995. Book here to receive your basic stay and sailing charter package.

Larger interior than you would expect, roomy and perfect for those with a family and the V birth is specially designed by former owner to be comfortable for someone over 6 foot 4 inches tall. However - Please note; This is a working sailboat with engine and is more like a recreational vehicle on the water that is perfect for the campers, adventurers and RV crowd. At the docks, heat and air conditioned and Moon Dance is ready to go sailing.

Key West is calling your name with mild 75- 88 degrees most every day , wear flip flops and see flowers blooming near your boat when you walk to downtown five minutes away. Moon Dance suits families and is a good option for two couples with lots of room inside sailboat. Milder in the summer with ocean breezes.

Family favorite sailboat Moon Dance has large v birth HUGE bed shaped almost like a heart, king sized for tall guests in the master cabin and private bath with guest cabin featuring double and single bunk with kids' own space and bathroom. All charters must include sailing. This standard package is one of many.

This Fall - Winter;

Day time relax in 75-86 degrees, mild at night, lower humidity than other times of the year. Ocean breezes keep the temperature milder all year in sub-tropical climate. What winter? It's more like a spring day. Great for a weekend escape with or without kids, maybe another couple will join you and share the cost of your private sailboat charter!

Enjoy a sailing charter for your next visit to Key West. Live the life of an old town sailor aboard Moon Dance. Normal base rate is $475 daily charter fee, and meals on your own. Double rate for first two adults is 30% off right now! PLUS - add Two more adults, $90/night for second cabin and bathroom. Let us know if you have children 17 and under, coming on board right now are free.

All Major Holidays please plan three night minimum.

Always watch for last minute openings to meet your 2 nights only if that is all you have to getaway. Located in famous Historic Seaport two blocks from downtown Key West.

Sub tropical environment, laid back living like a local, it's flip flops, swim wear or shorts and t-shirts, tropical long cotton dresses, basic casual wear everywhere, no need to fuss over your hair! Ladies, it's best to just pull hair back in bun or pony tail and be relaxed. Perfect #keywestvacation.

Part of the Homeaway family since 2009. See reviews at our main Homeaway listing under Wild Thing sailboat. Feel free to check Trip Advisor. Need a different date? Look at Wild Thing for our history. Wild Thing our other larger boat - perfect for a getaway trip for a couple or two couples. Tell us if you are celebrating a special occasion. Moon Dance beautifully laid out with an oversized v-birth almost a heart shape king sized bed and private bathroom. Moon Dance is a good choice for family with two children. Obsession our 37 foot sailboat, economical for two people only or a mom and dad with two small children for big savings.

Celebrate Weddings, Honeymoon or Birthdays with your sailing charter.

This Sailboat set up for local charters and distance charters, with fully operating kitchenette and boat style bathrooms.

Only 50% down and you pick the dates.

Bring your bucket list buddies, friends or the office. Let's go sailing! We have USCG licensed captains who know the secret spots and qualified first mates that will swim with your children to make sure that they are having fun while being safe on a USCG Federally documented vessel.

Just a short walk to all the sites and sounds that Key West the island the CITY is known for. All about a ten minute stroll away to the downtown nightly Sunset Festival on Mallory Square, all the museums, all the festivals. Air Conditioning, water and electricity in port. Direct Current batteries on your charters off docks, water and option to bring generator for Air Conditioning at sea, please let us know if any medical issues requiring more power .

We are licensed by the City of Key West as a charter operation and we are properly insured including for snorkeling, and are your professional team for charters.

Freshly painted, varnished and nicely appointed throughout, get two cabins and two bathrooms, full galley and large salon. Our crew will board and stay with you when it's time for your day sail with your stay / sail package or upgrade for overnight sailing excursion packages (if you pay for additional special custom upgrades) for your safety and fun. Other day sailing options always include a licensed captain and trained first mate. Enjoy a wonderfully comfortable yacht in Old Town Key West.

We also can add more sailing after you book basic charter with Homeaway by calling direct to our office after you arrive on your basic charter.

Moon Dance has a large roomy layout perfect for families and especially for anyone in your group concerned about being on a boat; Moon Dance has ample room to relax. Guest cabin has a double bed and a single bunk private bathroom/head with a nice sized shower for children or a second couple. Master Cabin has a big huge heart shape v birth over sized for previous owner who was tall over 6'4" and also has a big private boat head/toilet/nice sized shower in it's private quarters. Plenty of room in the big salon for two more singles or two children to sleep separately.

Homeaway booking as the system is not set up to book additional sailing apart from basic charter package here online.)

PLEASE don't just show up with children; let us know in advance that you are bringing children no matter what their age. We run unpublished specials at the last minute where children often are no charge. We want to have their beds and towels ready. Ask about family with 2-4 children so we can check set up possible.

(Always offer your captain and mate a 20% gratuity based on the Posted Private Sailing Charter regular values of sailing 2 hour sunset (or morning sail) is $345 - however, it's up to you to tip as you wish).

Please- if non swimmers on board and alert us as to any medical concerns of your family. Many people tell us we are their bucket list trip. We want to insure your trip is safe, fun and we are properly prepared for any personal needs.

Many people travel with their personal laptops and always ask about equipment that they may use. Connections for your cell phones and laptops welcome. Best wi fi is nearby coffee shops. Use your hair dryers at the land based facility at the head of the docks. If you have any questions- Just ask. Our charter boats leave the docks often and the boats are low-tech for that reason.

Pack light, two bathing suits, two shorts, flip flops, a couple of t-shirts, a pair of exercise long pants, light jacket and walking shoes all that is needed to enjoy a stay in the Key West downtown area and the historic marina where you are close to walking to museums, sunset celebration, all the famous sites are steps away.

Look up Historic Seaport Marina on GOOGLE MAPS 201 William Street, Key West, FL 33040

Key West - the city and the island is only two by four miles wide. If this is where you want to stay, know that there are several islands that share the same zip code.

Ask - "Where is your boat on Google Maps"? "How long have you been in business?" Since 1995 our staff is dependable. Know before you go.

Our central location at the end of the chain of the Florida Keys makes it easy to make charter sailing choices into the Gulf Of Mexico or the Atlantic as to the weather and tides or your whim.

Argh me mateys! Be prepared to have fun and adventure! Capt. Albert

More Details
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome

Albert Tropea
Member since: 2008
Speaks English
Response time:
Within a few days
Response rate:
Calendar last updated:
14 October, 2016

About Albert Tropea

Captain and owner, Albert Tropea, Jr. sailed the Greek Islands, East and West Coast, the Bahamas and Mexico as well as taken trips to Cuba several times being the lead captain for Proctor Gamble specifically The Gamble Family, Helen Curtis and has over 50,000 sailing miles. Each of the staff, mate, cleaning crew, licensed captains are individually trained and evaluated for their ability to maintain charters in open waters for a perfect safety record. This boat was purchased in 2011.

Albert Tropea purchased this boat in 1995

Why Albert Tropea chose Key West

This is the only true custom private charter available in Key West the island. There are others in the Lower Keys and the island next to Key West using the name of Key West (located on Stock Island). Choose this company to be on the island of Key West, and if you choose the locations on the fishing island be aware of where your boat is located. Why not be where all the fun and action is and still have a quiet place to relax. Charters include staying aboard and option to sail away on excursions overnight on anchor away from downtown.

What makes this boat unique

All three of this company's boats are located minutes from everything you came to Key West to see. The location in the historic seaport is safe with 24 hr security and you can adapt your charter to anything you want to do even after you arrive. See our legacy listing with our reviews ID # 229193. Moon Dance is the latest addition to our fleet to meet the demands of a wider larger vessel where children may enjoy lots of room and parents more privacy.


based on 3 holidaymaker reviews

42 ft. Sailboat Charter Stay 30% off Includes Sailing!
average rating of 4.3333335 based on 3 reviews

What a memorable and relaxing stay!

  • 4 of 5

What a unique way to visit Key West. The sailboat was docked in a location within walking distance to most of the sights and plenty of options for food. It was quiet and peaceful. The rooms, being in a sailboat, where a little small but comfy. We did have a little difficulty when first arriving because we came in so late and had to find things like the light switches. The showers were at the marina - not overcrowded but the a/c was too low and it was difficult to change afterwards with all the humidity. Best part was the price included a sunset sail and we were able to sail the boat ourselves. Terrific value. Captain Al was quite interesting, and all his crew mates were wonderful.

  • Review Submitted: Jul 9, 2016
  • Date of Stay: Jun 2016
  • Source: HomeAway
Owner's Response: We remember this charter well two of the guests were from my original home area. Very fit and fun. Their arrival was very late much later than scheduled, it happens especially on a week end. They arrived about mid night I was standing by on the phone to check them in and answer their questions.
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Great crew, special time, small boat!

  • 4 of 5

Loved the privacy and having our own chef who also happened to be the first mate. We were very well taken care of. Everything we needed was available. The crew also gave us enough alone time and was never too chatty or invasive. The one thing we didn't like was how small the boat was for us. My husband is 6' tall and he hit his head too many times. It was also impossible for him to fit in the head. Not that we expected him to fit comfortably, but he literally couldn't even sit in it or extend his arms for a tiny bit. It was impossible. Other than that, it was an awesome time in Wild Thing!

  • Review Submitted: Apr 7, 2016
  • Date of Stay: Apr 2015
  • Source: HomeAway
Owner's Response: Very nice review, we try to be attentive to our guests. All 3 of our boats have the normal 6'3" headroom for sailboats that size. It does take a little getting used too but 6' is not an unusual size of a person on our boats. We had a charter last week, in fact, the gentleman was 6'5" and he navigated the inside of the Wildthing very well. His size 15 shoes restated his size. All in all we are very happy they had a good time and our crew presented themselves in a considerate manner. Capt Albert
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Great, unique experience!

  • 5 of 5

The boat wasn't Miami chic brand new or anything, but was well cared for, very clean, and the service was very polite and responsive. The A/C cut out in the middle of the night and they came over right away to fix it.

We were surprised how quiet it was at night, especially with Schooners Warf Bar just a couple hundred yards away. It was great to just lay on top of the boat and watch the stars at night or relax on it during the day. Walking the docks to check out all the boats was pretty cool.

I really enjoyed living the lifestyle of a sailboat bum for a few days. I highly recommend this over a hotel room if you don't mind using the shared, yet private showers at the end of the dock. If traveling with a friend, having 2 suites, each with private baths, a living room/galley, a "patio" up top, and a lounge "bed" up top at the front of the boat offers a lot more than 2 queen beds in a hotel room. We felt extremely safe and private from the neighboring boats and dock traffic except for the occasional friendly smile or wave hello.

The location was great with a 5 minute walk to Duval St and a quick bike ride anywhere else. There's plenty of restaurants and a convenience store right by the dock.

The sail was a great bonus. The crew were incredible hosts and bartenders we shared some great stories with.

Will definitely do this again!

  • Review Submitted: Apr 9, 2015
  • Date of Stay: Jan 2015
  • Source: HomeAway
Owner's Response: Hi there Robert! It's almost that time of year again and we hope you will be back! Weather should be cooperative in the fall so make your plans and call us again soon. Thanks for the very kind words. We work hard since 1995 to be able to provide you that comfort and fun time so close to everything. Thanks again, Capt. Albert
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Nearest Airport
2 Miles
Key West Airport
Nearest Barpub
25 Metres
Schooner Wharf Bar
Nearest Ferry
180 Metres
Fort Meyers-Key West Ferry Boat
Nearest Golf
1.5 Miles
Key West Golf Club
Nearest Train
100 Metres
Conch Train Tourist sight-seeing
Nearest Motorway
0.05 Miles
US 1
Nearest Restaurant
25 Metres
Turtle Kraals
Nearest Beach
1.5 Miles
Fort Zachary Taylor State Park
Car: not necessary

LOCATION LOCATION LOCATION! 3 blocks from Duval downtown City of Key West on the Island of Key West! Not 3 miles away where many charters invite you. Everything you ever heard about the laid back living is true. It is an easy to walk, no car needed once you take a taxi to your Historic Marina next to Schooner Wharf Bar and Restaurant, be up close to what you came to Key West the island to see. One of 3 sailboats charter 1, 2 or 3 boats for parties, friend or family getaways. the other boats are 44' Wildthing # 229193 and 37' Obsession # 3936222

Downtown Key West Historic District location and famous Duval Street is about 2 blocks away. All the Museums, Art Galleries, Famous Bars and Restaurants, Nightly Mallory Square Arts Sunset Festival is a short stroll to the Downtown Key West Area. NO CAR NEEDED. Rent a bicycle for easy as you go all around the two by four mile island. Hemingway's Home, The Butterfly Museum and Emporium, Mel Fisher Museum, Customs Historic Museum, The Wreckers' Museum and the Aquarium are only 10 minutes stroll not a long taxi ride from another island. Why not choose us first!

Moon Dance is a 42 ft. large restored Irwin mono hull with fully replaced motor, AC, wiring other features in 2003 and 2014 renovated re-varnished appointments. Large cabins and large bathrooms for families and especially favorite boat for tall guests. Ted Irwin's finest design on this solid fiberglass 1975 ocean queen with a Teak and lush interior.

The location of our boats allow you many choices! We can take you to the reefs, to the dolphin playgrounds, or to dive a wreck. We go further than the patch reefs other charters go to from the next island over.

Perfect for families and two couples especially designed for adults who are tall with longer and larger beds in the private two cabins. Bathrooms/heads are over-sized. One of the cabins has an extra twin bunkie if a small child needs to stay with you. Plus we have lush salon couches for additional children or two singles.

$475/night starting Stay/Sail Charter package. Includes basic 4 hr sailing to the reef with snorkel gear. Book online your basic stay, just call us to upgrade or add more sailing time (call or decide when you get here) Two larger boats best for two couples or families with up to six persons. Smaller economy boat one couple 2 children.

Add additional sailing during your stay. A la carte menu must call direct to get special package: Ask about any discounts as a current customer you normally receive unpublished specials)...

$600 for another 4-5 hour half day.

$900 for a full 7-8 hr day.

or choose $1400.00 for 24 hr at sea Key West Sailing Adventure

1100 for additional nights at sea (meals included on 24 hr sail)

Call for personal pricing and custom or last minute unpublished sailing packages.

Three night minimum preferred and last minute packages subject to availability.

See website for a la carte pricing and other ideas.


Part of the Homeaway family since 2009.

See our parent listing (Wild Thing ID # 229193) for reviews and more details! Also check that calendar for dates! same rates as Moon Dance!

Wedding, honeymoons, special anniversaries, birthdays.

Celebrate the historic sailing living on the sea life of the #Florida Keys #key west style!

If our calendar is not showing this boat available for your preferred dates, see also (Obsession #393622- our 37 ft. O'Day the economical sailor's choice).

More information and pictures soon, call Captain Albert today 305-304-4911

9 am - 9 pm EST

Often imitated seldom duplicated, we are the ONLY legal charter company approved by USCG with licensed captains to take you on your adventures for staying on boat overnight and doing off dock adventures on anchor, located on the real island of Key West proper approved and licensed by the CITY of KEY WEST. Check our location on GOOGLE MAPS 201 William Street, Key West, FL 33040. Caution - always know before you go, where is your boat located. Annexed Stock Island has approval to use "Key West" in their address (no post office on Stock Island). Buyers should always check and know what is around their destination for your safety. Design your day your way, stay/sail aboard sailboats where you can Live Like a Local Play Like a Millionaire!


Prices & Availability

Prices for this holiday boat in Historic Seaport, Key West

Rental Basis:
per property
Owner accepts payment in:
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Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Off Season Rates
9 Sep 2016 - 21 Dec 2016
2 night minimum stay
for 2 nights
My Standard Rate
3 night minimum stay
for 3 nights
Notes: Rates are based on 2 guests; add £37 per night, per additional guest

Additional pricing information

up to 2 kids under 18 £0
Pet Fee £102
extra adult over 18 £37

We are well known and our reviews on our original site Wild Thing #ID 229193 as we have been a part of the Homeaway family since February 2009. We respect your privacy but will include free linen and towel changes if you need at any time and usually check your boat and offer to replace linens, pump out the holding tank, put water in the tanks and always have people trained to help with any nautical questions or issues anytime. We are usually available 9 am - 9 pm and have access to immediate help as needed with a licensed captain and other technicians, so let us do the work you can relax in good nautical and USCG approved vessels.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 14 days before check-in date.
  • 100% refund for cancellations more than 30 days before check-in date.
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Accommodation and facilities for this holiday boat in Historic Seaport in Lower Florida Keys

Property Type:
  • boat
  • Self-catering
Floor Area:
  • 600 sq. ft.
Location Type:
  • Beachfront ...
  • city centre ...
  • Monument View ...
  • Ocean View ...
  • Oceanfront ...
  • resort ...
  • village ...
  • Water View ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fitness Room / Equipment ...
  • Garage ...
  • Heating ...
  • Internet ...
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils ...
  • Kitchen ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - Toilet , Shower Enclosure , these are sailboat bathrooms and you may use marina showers
    Bathroom 2 - Shower Enclosure
  • larger bathroom / or called heads and showers than normally associated with boats this size
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 Double Bed , 1 Single Bed , The guest cabin has a double and single bed
    Bedroom 2 - 2 Extra Lg. Double Bed , huge oversized v birth almost heart shaped large king
  • V birth is large and considered the master cabin.. There are two beds in Aft Stateroom great for kids or two couples
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome
  • arboretum
  • bay
  • botanical garden
  • churches
  • cinemas
  • laundrette - not serviced
  • festivals
  • library
  • live theatre
  • marina
  • museums
  • playground
  • recreation centre
  • reefs
  • restaurants
  • synagogues
  • waterfalls
  • winery tours
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • eco tourism
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • paragliding
  • pier fishing
  • roller blading
  • sailing
  • diving
  • snorkelling
  • bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Old town private homes are around the area. Charters are private and can be customized. Shops, restaurants and entertainment walking distance. Yachts or sailboats this size are easy for you to take the helm or pull sails with your family. Small shops and eclectic gift shops and local color and flavor of the old Key West are existing side by side. Two blocks from the activities including festivals and nightly sunset celebration at the Mallory Square with museums all short walk. Your charter must include a sailing trip. You may upgrade and add sailing after you book online or call and book with us in person. You pretend to be the owner and tell us what you wish to do with your charter time.

Partner Offers

Portable wifi hotspot

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