|Minimum Stay||2 - 3 nights|
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Wow the last two nights are open for Fantasy Fest October 28 & 29 our regular price is in effect for the festival only. Sunset Sail included in this event special! Call this week this last minute opening will not last!
Also specials on all our available dates (black out major holidays and festivals)
Fall and Winter Vacations Available NOW ! 30% off ! Plus you receive one of the best Key West Attractions! Receive your own private custom crewed sailing trip included on all charter bookings! two nights minimum receive sunset 2 hour sail. Stay 3 or more nights and sail 4 hours included. Right now - children under 18 are free. Be sure to let us know if you are bringing your school age children under 18. 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 included. Rate is based on the first one or two adults. Your sailing charter is included! Just tip the crew please based on the $345 private 2 hour sail value or whatever you wish.
Perfect couples' boat; either come alone for a romantic getawy or bring friends or your family to share the cost of the fun #keywestvacation.
Book direct with Homeaway under the special rate and add more sailing later or upgrade to your package. Limited number for two-night stays that include a 2-hour sunset private for you and your friends worth $345. Crewed safe sailing with your captain and mate with their local knowledge will allow you to take the helm with a captain standing at your side.
We often run specials on children; check rates; and please, do let us know kids are coming aboard after you book (Maximum preferred is 2 adults and 2 or 3 children). Boat is a favorite for romantic getaways with a nice pedestal California King and a nice sized bathroom with separate quarters at the opposite end of the boat large enough for another couple or 2 kids can hang out in the v birth and the salon for more room.
If Key West is calling your name, book with us now to get the real island experience, sailboat charter with mild Fall - Winter temperatures 75- 80 degrees most every day , wear flip flops and see flowers blooming near your boat when you walk to downtown five minutes away. Temperatures are mild all year round. Unthaw this winter with us.
The definitive sailboat for a romantic getaway, wedding or honeymoon this year.
Note Special Homeaway pricing on your sailing charter is discounted below our posted rates on our web site.
Day time sailing, overnight at sea or your custom charter, tell us your plans.
Check our availability and stay and sail this winter in the sub tropics.
Enjoy a sailing charter for your next visit to Key West. Live the life of an old town sailor aboard Wild Thing. Meals on your own with basic charters. Sailing Upgrades available including off shore excursions with meals included; please call direct for custom packages. Nice option of #wheretostaykeywest!
Limited availability for special 30% off on your last minute two-day charters. Offer may be removed at any time. Call Today!
Located in famous Historic Seaport two blocks from downtown Key West. Design your own sailing charter package, according to your sailing and charter wishes. You can option to add to your basic package after you book with Homeaway.
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.
Part of the Homeaway family since 2009. See reviews at our main Homeaway listing under Wild Thing. Feel free to check Trip Advisor. Wild Thing is blocked and you need a different boat and date? Look at Obsession our 37 foot sailboat, economical for two people only for big savings. Families enjoy roomy Moon Dance. Whatever kind of charter group, we have a boat to match up with your needs. See our other Homeaway listings. Our licensed captain and trained first mate will assist if you wish to feel what it is like to hold the helm with professionals guiding you at your side; make sure to bring your camera/camera phone for fun photos and videos! Pull up the sails, go snorkeling, fishing, sailing as a couple or family.
This Sailboat set up for local charters and distance charters, with fully operating kitchenette galley and boat style bathrooms.
Romantic getaway charters, family charters available. 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. What do you want to do on your ecotour? See the dolphins, go fishing or snorkeling? Then you will want to upgrade to our 4 hour or more sailing time. Flexible times available during your stay.
Large cabins and comfortable beds aboard Wild Thing sailboat. One or two couples enjoy the private quarters for a charter sailboat this size.
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. 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 call our office after you book or after you arrive on your basic charter.
Stay at the docks and sail when you choose package; this is your basic three-night charter with cleaning, fuel, captain and mate and cabin set up with towels and linens, with 2 hour sunseta included (half day upgrade is worth $585) please plan a cash gratuity for your crew. Limited availability for last minute 2 day charter package, includes 2 hr sunset sail worth $345.00 - If bringing two small children just let us know at time of booking for the towels and linens set up.
Wild Thing is the favorite for romantic or honeymoon charters featuring a large master cabin with a California King and private bathroom. Perfect to re-state vows, plan a anniversary or get married at sunset charters. V birth for a second couple or two children with a private bathroom. Plenty of room in the big salon for two more singles or two children to sleep separately.
Weddings, Anniversaries, mile marker Birthdays, Honeymoons, Key West Adventures overnight at anchor ask after your booking about special events.
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 ready to go sailing. However this sailboat is a 44 Ft. Irwin with the beauty and comfort of teak throughout, comfortably appointed and fiberglass hull for stability.
Maximum is six on board guests for sailing according to our license. For your stay and sail maximum of 4 adults or two couples, then 2 singles or children on salon couches preferred.
Always alert us as to any medical concerns of your family. Often 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 walking distance to museums, sunset celebration, all the famous sites are steps away.
Look up Historic Seaport on GOOGLE MAPS 201 William Street, Part of the Historic Seaport, 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 other islands that are NOT Key West the island or downtown that do share the same 33040 zip code. There are many Florida Keys Islands that share the same post office.
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 a #keywestsailingadventure!
Often imitated seldom duplicated located on the island and in the City of Key West! In business since 1995 making sailing charter dreams come true. If you ever wanted to experience living like a sailor or want to someday own a sailboat, you can ask questions and design a special charter to answer the call of the sea. Charter the whole boat. One of the best kept secrets in downtown Old Key West in the famous Key West Historic Seaport Marina. Capt. Albert
Captain Albert Tropea, Jr
Once worked with Proctor and Gamble families and the Helene Curtis Company as personal sailing captain. While working in Key Largo with a maintenance company taking care of all hospitality related needs from the homes, to designing landscapes, maintaining yachts, Captain Albert realized that the missing component in vacations in the Florida Keys was the boatel or boat and breakfast style of adventure vacations. Captain Albert decided to bring the experiences he had with the very wealthy to the hard working families who longed for the sailing experience with their spouses, friends or families. Captain Albert has sailed all over the world from being a Everglades then Bahamas Guide,to sailing the Greek Islands and a number of foreign countries. Let Captain Albert or his hand picked captains and trained mates show you the wonders of what makes the area around the Florida Keys so unique. Our captains know many places that the big 40 plus person boats cannot get to and do not know about. Sail with a crew attending your needs, feel free to be involved with sailing or lifting the sails. It is the goal of the Company to have you experience direct contact with the wind, the sails and the sea with confidence if you one day want to buy your own boat. Feel like you own the boat by telling our crew what you wish to have for an experience whether it is more swim/snorkeling, fishing, sailing. You are the one in charge as if you own the sailboat.
Albert Tropea purchased this boat in 1995
Key West boasts over three million visitors a year and for good reason. All year round the temperatures are milder than anywhere else even in the summer. Winter is non existent; come down and thaw out with us for your winter retreat. There are only a few days in January where the chill in the air will be down to a low of 45 for night time temperatures, high of 65 only a few days in January the rest of the year is spring like temperatures. Even the summers the highs are rarely above 92 degrees and nights and ocean breezes keep it mild at nights. 'Gonna go where the sun keeps shining, through the pouring rain' was a line from the song written about Key West! Bring your summer dream weddings and honeymoon plans to us and we help you design a special memory. Key Wes is second only to Las Vegas for easy relaxed weddings in a variety of settings especially on board your own sailing vessel, married next to a famous Key West Sunset. Since it takes from 17 to 25 years to get one of the coveted Key West Bight docks, we just recently added a third boat after waiting almost 20 years. It is well worth the wait, with a short three block stroll to Mallory Square nightly art festival and the famous bars and restaurants along the Duval Street district. There are museums and other attractions close by and the Ft. Meyers Ferry Boat is just a few yards from our E Dock behind the Wyland Murial at 201 William. The Historic Seaport has shopping along the board walk with many restaurants to choose from. Still funky and fun, Schooner Wharf Bar, Turtel Kraals and many old local's favorites still at historic seaport after many years with live music all the time. Restaurant near the Ferry boat has live music, outdoor dining and you are welcome to use the pool when you purchase your lunch or drinks with them like many pools in town. So much to do and see, park your car and bike or walk almost everywhere. Or take a taxi from the airport. Enjoy a simpler life Key West living.
Unique benefits to staying aboard a sailing vessel is to enjoy the life on the waterfront in the Historic Seaport once known for fishing, conch farming and shrimp or lobster fishermen. Feel like you own the boat you stay aboard and then go sailing for your stay aboard and sail charter or choose to take off completely away from it all for as many days you wish to charter with meals and crew providing everything you need. It's your dream, why not live it out this time? You can stay in a hotel or bed and breakfast room anywhere any time; have it all old Key West style and feel like an explorer with family and friends or that significant other. Weather is usually mild no matter what time of the year. Sailing with our crew is safe, learn a few sailing tips, see wild life like dolphins, fish and sea turtles in their natural habitat. Relaxed style of vacationing, pack light, sandals, shorts and swim wear and a few t shirts; bring a light jacket and a pair of casual long pants for nights or when at sea. Bring a pair of good walking shoes, no need to bring heels as you will want to explore and walk as much as you feel comfortable to see the nuances of Key West. While at sea 24 hours, we provide meals and non alcohol drinks of course, with snorkel gear and fishing gear, no need to pack these items. When you take the helm once the captain gets you safely out of the harbor and sets a course, the feeling of adventure will sweep you away. Low tech environment, great for families to take a break from electronics even if for one day, there is so much to see at sea! Earn a 2 hour sunset sail for 2 nights stay at the docks for example. When you watch the sails unfurl, the feeling of exhilaration is exciting and deeply satisfying while living a lifestyle vacation for your special Key West vacation. The weather is usually ideal whether the weather is cold or hot where you are, it is perfect most days in Key West. Call and customize your special destination vacation
Thank you for an excellent time Captain Albert!
We appreciated your giving us the option to add sailing to our 2 hr package. Brenda was a great first mate! See you again next time we are in Key West. Obsession sailboat was nice in the nautical red - white - blue you told us about. Yes - please - Have Brenda send us those pictures she took!
I am a vistor of the Keys for more than 40 years and staying with KW Sailing Adventure is the best. You get the best of everthing Key West and it´s surrounding seas have to offer. Old Town Key West, the Hemingway house, the Mel Fisher museum, the Aquarium, the arquitecture, the ambiance, Historical bars and eateries, great shopping and Maollory Docks with it´s sunset show. And this is just the beginning. You get to enjoy the real reason we come to the Keys, the ocean. You get to enjoy the true wonder of the keys on and below the sea, sleep under the stars, eat FRESH seafood with pampering second to none. I will not stay anywhere else.
If you are trying to decide if you should book with Captain Albert for the Wild Thing in Key West - DO IT! My co-workers and I were in Florida for work; we had the weekend off and wanted to venture to Key West. We decided on the sailboat instead of a hotel and we are so glad that we did!
We had a sunset sail on Friday night with Captain Albert which was fantastic. His wife Rhonda sent along a fruit tray for us to enjoy which was such a nice touch! We added on a half day sail on Saturday and went snorkeling. Captain Victor and First Mate Saunders took us out to a quiet reef where we were the only swimmers and we saw amazing sea life! They couldn't have been more accommodating for the experience. It was so enjoyable and memorable!
The boat itself is clean and comfortable. If you like camping you will like staying on a sailboat. But it's even better - because there is air conditioning! The boat is parked central in the marina near the showers and restrooms, which you are given a key to access. There is also laundry in there, just in case.
And where the marina is - is right in the heart of everything in Key West. Tons of restaurants and bars right there, grocery stores, shops, and coffee shops, can walk to Duvall Street...we didn't use the car all weekend. We walked everywhere we wanted to go - even a place that we rented motor scooters and scooted around the island.
We have not stopped talking about our time in Key West, and all of our interactions with Captain Albert and Key West Sailing Adventure. We would absolutely do this again. Thank you to Albert, Rhonda, Victor, Saunders - it was fantastic!
My wife and I stayed on Wild Thing for three nights. It was fantastic. Air conditioning and master cabin bed made the stay very comfortable. The location could not be beat and the marina was very quiet and mostly very private. We loved every minute of it. Short walking distance to everything and anything you need. The day long sail was absolutely beautiful and the captain and first mate made sure we had a nice time. If you are thinking about this as an option to a hotel room or rental property, I highly suggest it.
We were booked on the Moondance for three nights and we planned to do an overnight sail. Unfortunately, weather and rough seas did not allow us to sail at all. Since we were on the boat for the 'at sea' experience, and that was not going to happen, we only stayed one night on the boat.
Albert, the owner of the boat was very understanding, and extremely gracious about us foregoing the two additional nights on the boat. All conversations and correspondence with Albert were timely and professional. It is obvious he loves what he does and cares about his guests having a top shelf experience.
The boat Moondance is quite nice, and well equipped. We were both disappointed we could not take her to sea since mother nature was not cooperative. We would recommend using any of Albert's 3 boats and will certainly contact him when we return to Key West.
"We enjoyed visiting Key West Sailing Adv and seeing Captain Albert and wife Ronda, also Captain Brian, first mates Dawn and Brenda. The sailboats are fresh with newly varnished floors and several upgrades since our last visit. You can tell the owners and crew take pride in these boats and sailing them. Being only three blocks from downtown Key West and in a Historic Seaport makes this for an authentic old style Key West experience. These are some of the reasons we can say we always like to come back and are coming back soon!"
Capt Albert we want to thank you and your crew for an awesome stay in KW. WE had 2 boats and had a great time aboard Moon Dance and Wild Thing. Your boats are great neet and clean love floor on Wild Thing and new interior on both boats.Great operation we will come back and sail with you guys again.Can't wait again thank you.
Located in a historic homes restored neighborhood, Historic Seaport, only about 2 or three blocks stroll to downtown Key West is the Southernmost City located 90 miles from Cuba. Make sure that you are aware that the next island over has an annex with Key West and you have to drive 20 minutes to get to the actual Key West Island. Near your boat you can walk to famous Duval Street, enjoy the Aquarium, The Customs' House Museum, the Wreckers Museum, The Butterfly Emporium, Hemingway Home, Mel Fisher Atochia Treasure Museum, and the nightly Sunset Festival on Mallory Square where artists and live performers are there to entertain you. Everything you hear about concerning what to see and do in Key West the island and the City is just a few blocks away. Stock Island has only a fish market and two restaurants be aware of locations of those imitators! We sail internationally too; 90 miles to Cuba, 120 miles from the Bahamas, 200 miles from Mexico. Live old style Key West three sailboats are docked in an alcove slip close to everything; music, shopping, restaurants, museums, art galleries and the nightly sunset/arts festival. Look on Google Maps when you are choosing your charter; keywestsailingadventure.com has a prime location is 201 William Street, E Docks, Historic Seaport, Key West, FL 33040 select our historic seaport neighborhood of historic restored homes, with marina right in the middle of all the fun, color and culture of the real Old Town Key West.
Know before you book with anyone if you are staying far away from the downtown Key West that you make sure and look at Google Maps, see if you are one the annexed 'stock island' a connecting bridge and more than 20 minutes from downtown Key West Proper. Get into the spirit of what locals' lifestyle is and rent a bike and peddle about to every museum and famous Key West attraction. Or you can walk to many sites when you stay on our E Docks right on the Gulf Of Mexico side. See our location on Google Maps at 201 William Street, E Docks 10-11-12, Historic Seaport, Key West, FL 33040. Every type of restaurant steps away any flavors any time of the day from hot breakfasts, great lunch spots and class act outdoor style dining at many dinner favorites. Car not necessary, bicycles all you need or quick taxi. Try our 'boat and be' style in Key West at the dock or We will be glad to sail you to any nearby uninhabited islands or small countries nearby! Key West has the American-Caribbean flavor . Romantic, unique, Key West style; Great pool a short stroll away, buy lunch or drinks and swim free. Snorkel gear or fishing gear provided for your sunset or half day at sea. Ask out our Key West Sampler; 1st night at the docks, Stay 2nd night at sea; return 3rd night to relax at the docks. Plan your honeymoon and wedding with our boats. Custom packages available. Your dream wedding or restate your vows maybe bring the family or friends to pull up the sails, drive the boat with the captain at the helm to guide you. Fishing and snorkeling gear provided just pack light swim suits, shorts, t shirts and flip flops bring a light jacket for cool evenings this summer, as we are cooler than everyone else in the country with ocean breezes. Keep your baggage the soft backpack variety for easy storage on the boat and live like a local, the island life style. These are working boats, you will be able to choose when to stay at the docks or at sea, and there are working engines with the heads and holding tanks similar to an RV but more fun and more action than a hotel or inn.
Ask us about day trips on our Anna Capri speed boat launching Spring - Summer 2015 or we already have an inflatable kayak you may want to be included in your sailing stay or sailing excursion packages.
Other Activities: being in the historic homes neighborhood, all the fun is nearby and downtown shopping, all the major companies with other water activities all near the boats from kayaking, boating, para sailing, health/beauty spa all on the island easy to get to.
Florida Keys Community College, Key West Golf Club, Botanical Gardens and the hospital all are located on Stock Island legally annexed as Key West over Cow Key Bridge to the left on College Road. C
|Rate Period||Nightly||Weekend Night||Weekly||Monthly||Event|
Off Season Rate
Sep 17 2016 - Dec 21 2016
2 night minimum stay
My Standard Rate
3 night minimum stay
|Notes: Rates are based on 2 guests; add $45 per night, per additional guest|
|additional adults each||$45|
|2 kids under 18 years||$0|
Located in the historic homes area, as a charter boat with sailing trip to the reef with 3 day stay. This is an outdoor experience on a boat and weather can factor when sailing is scheduled. A half day 4 hr sail worth $585.00 is included in basic 3 day charter packages. Call for last minute limited 2 day charter with 2 hour sunset date availability. Our crew are experienced and know the waters stay with you on your sailing part of your charter. If you enjoy skiing, camping, fishing, kayaking, swimming and snorkeling, you will enjoy sailing. After booking you may add more sailing. Watch for last minute specials. Special offers throughout the year can be withdrawn at any time.