|Minimum Stay||2 nights|
Thaw out with us! Location location location - Downtown Historic Key West Marina, stay at the dock 2 hr private sail included. Stay/sail charters meals on your own. Overnight away from dock excursions meals included.
January 14-24 call and get 2014 rates all packages! Valentines Day openings as well with deals made now two boats available. Three day packages February 14th best package Key West Sampler.
Layaway a January or February winter vacation rental now and get 2014 rates!
Unpublished specials on away from dock excursions right now.
Enjoy Snorkeling? Choose from barrier reefs either Atlantic or Gulf side; you have choices with our charters. Want to see Dolphins or Dive a wreck? Be in Key West, choice of 3 boats that can go where you want to go. You are not limited to a patch reef. Call us first save money and time our docks ARE in Key West! January 10- 24 all boats. Many openings February- April 2015 call for early bird specials 2014 rates.
Warm up with 70- 82 degrees days 55- 60's degrees at nights Subtropics and perfect Key West Getaway fun.
Why stay 20 minutes away? Choose a Bed and 'Boatel' Charter with us - Avoid high daily Taxi fees! stay in our marina and bicycle or walk to downtown Key West. Is your boat located in Key West; Ask any of our friends in the boating business - ' where is their boat located- what is the street address'? Then- Make sure you 'know before you go'! See us on GOOGLE MAPS: 201 William Street, Historic Downtown Key West, FL 33040.
Want more? we also can work with you on sailing lessons.
Stay sail packages 2014 rates at docks $330 per night to $440 double rate meals on your own.
Our customer's favorite package; Key West Sampler, first and third night at docks; second day/night away on adventure with provisions included. Choose one of the big sailboats, includes captain and mate, provisions on 24 hour excursion $1860.00 two adults for the three night four day stay. Add more sailing on the way back to the docks 4 more hours or customize and add more days at sea or at the docks. Check for price and availability. Explore the Gulf or Atlantic.
Custom charters available for any occasion.
Our boats are five minutes stroll to downtown to Sunset Festival located between famous Schooner Wharf Bar and Turtle Kraals Restaurant; Our location puts you right in the middle of authentic Key West's experience. Then you REALLY can SAIL_Key_West off of the actual island of real Key West.
Located at the same spot since 1995 and are growing adding more vessels and custom packages, fun with day trips, picnics and fishing.
Choose from 3 charter boats, side by side bring the whole office or extended family for the holidays; just minutes from everything you come to Key West for. Enjoy all the fun 3 blocks away from downtown Key West then take a break for the natural environment away from it all we can take you out to the uninhabited islands on an Excursion 24 hours (unlimited days at sea upon availability with food and beverage with crew Key West Sampler Special Customized package.)
Rent a bike to see the island or enjoy walking distance to Duval Street, museums and art galleries.
Ahoy! Mateys! Call with 50% down VISA or Master Card.
Ask about sailing classes!
Breakfast or lunch locals' favorites and coffee houses a short five minutes any direction. Museums walking distance. Stay on board live the lifestyle. The Cuban Coffee Queen is near the docks, locals' favorite spots, Harpoon Harry's or Pepe's for breakfast or lunch. Dantes swimming pool with food purchase, beautiful old town. No old trailers like near Stock Island sailboats.
Pack light, if possible soft bags only or smaller baggage please. Stay and sail charters at dock meals on your own unless designed by your charter. Off dock overnight sailing excursions meals are included.
2015 Season rates to be in effect soon!
Stay at the docks meals on your own and then take off sailing with your custom charter sailing package. Choose from 37' Obsession $375.00 for two. Boat holds up to two adults preferred family of four maximum, $45.00 for each extra person per night 14 years or older. 2014 rates now
Wild Thing, $475.00 for two people plus $45.00 per person over 14 years each night up to six total.
Normal per person over double is $75.00 per person per night. Instant rebate for $45 per night per person.
Excursions away from docks all meals included start at $1,295.00. Each 24 hour trip at sea add $150 per person over 14. Call for child rate.
Minimum five nights all holidays according to specific availability and dates. Always do call and ask for limitations or last minute availability.
Plan a 20% gratuity for sailing portion not included; Gratuities to crew appreciated. Just ask when you book what sailing values are and always whatever you wish.
Enjoy the old Key West lifestyle at the docks and see downtown attractions and fun and still get out to the uninhabited islands to see the sea and beautiful colors.
The Key West Sampler aboard Wild thing 44 ft. Morgan or Moon dance 42 ft Irwin $1860 for the 3 night package for two people with all rates based on double occupancy.
Additional adults are $300 per person for 3 day stay to cover cleaning, towels/linens, plus food and beverage etc. 1st night stay at the dock, noon the second day your captain and mate show up with all provisions for a 24 hour adventure. BYOB alcohol on your own. Sail back to dock third day at noon after anchoring in a lagoon dinner under the stars for the night. Meals and non alcohol beverages with snacks included in overnight excursions on anchor. Recommend large boat for teens or second couple's comfort.
Add sailing time instead of returning at noon ask for four more hours sailing with your crew, only $450 for the afternoon sailing leisurely back. Swim, snorkel, fish or more sail time on your special package.
Key West Sampler PLUS just add another excursion night/day 24 hrs with meals @ $1,100/ second night for two.
(option to add 4 hours more sailing also to this package $450 arrive at 4-5 pm instead of noon at docks).
Check in time is between 1:00 - 3:00 p.m. preferred with first mate or by phone to owner if arriving later in the evening or with mate after 5pm $20.00 fee may apply. Check out is 11 am.
One overnight sailing and staying at anchor on Obsession is $1,160.00 per night for two adults only. Special economy price call owner direct.
One overnight away from dock Moon Dance or Wild Thing is $1,295.00 for two adults, $150.00 per extra person nightly. Plan as many nights on anchor as you want and receive package discounts. Your captain and mate take you to wonderful places inside barrier reef, cook, clean and act as guides.
Fishing, snorkeling, sailing with a captain at your side, enjoy cruise life on the ocean. Treasured Old Florida Keys Lifestyle at a reasonable price in prime locale a piece of Old Town Key West history. Escape high tech environment or walk to nearby coffee house easy walk a block away to use a computer or safe wi-fi access.
Choose a place warmer this winter in the American Caribbean as a sailing adventure vacation.
Private sailing packages available for Weddings, at sea with honeymoon. Family friendly, romantic Key West for couples anniversaries, birthdays, special occasions.
Enjoy memorable option to land lodging. Recapture the Key West lifestyle, among the schooners, nearby museums, live music, restaurants and shopping- all you want to do, is just steps away. Tropical vacations in an American Caribbean. Families, Couples or Alternative couples. We work with your budget so that you may spend up to a week at anchor and explore the old pirates routes, imagine you are diving for treasure. Tell us what you would like to do while sailing. Ask to take the helm, pull up sails with the crew, get the feel of the wheel, experience sailing with your crew at your side, guiding you in the Atlantic or Gulf of Mexico. Pretend that you are the sailboat owner. Before you leave the dock, ask the crew to help fit you with our snorkeling gear and where to buy bait if you plan to fish, we have the fishing gear (option to bring your own gear). Call 1-888-fishflo for your temporary Florida Fishing License.
Enjoy life in the islands. Our experienced confident staff is attentive and safety minded, share how you want to cruise safely we go beyond the Patch Reefs! We take you to Barrier Reefs.
Relax aboard a Key West sailboat at Historic Seaport, E Docks, On your adventure in Key West, your Authentic Sail_Key_West adventure awaits you. Stay at anchor, explore dolphin playgrounds or dive a wreck!
Tropical Dreams Weddings into a two hour sunset wedding $1895.00, basic package, includes one night at dock. Flowers, food, notary, food tray included. For just a fraction of a cost of on land wedding, get married at sea, stay at the docks or upgrade stay at anchor.
Weddings with $2,945.00 2 night 3 day honeymoon away from dock or stay as many days on special rates.
Call us 9:00 a.m. to 9:00 p.m. EST and we will be glad to answer questions and put your mind at ease as this is a very unique option to hotels.
Master Card or VISA, 50% deposit holds your space. We are similar to any hotel. This is a sailboat and bed charter package.
Last minute change of weather or any emergency cancellations receive a transferable credit voucher for open end date no increase in price.
Enjoy Florida Keys Sailing with us! Before staying on a charter boat, ask family or partner to ask us questions about staying on board. Everything to make your stay fun and comfortable is considered. Enjoy the Key West history relaxed lifestyle.
If you enjoy camping, RV's, sports on the water, this is for you. AC is at the docks for your comfort. Also generators available for excursions.
Captain Albert, owner 9 am - 9 pm Fl KEYS USA 1-305-304-4911 for Southermost Sailing
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 yacht 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 the way it once was 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!
Located in a Historic Seaport, only three blocks stroll to downtown Key West is the Southernmost City located 90 miles from 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, nightly sunset/arts festival. You can walk to the famous Duval Street just three blocks from downtown. Look on Google Maps when you are choosing your charter; select our historic seaport 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 'boatel' 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 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 2014 to be included in your sailing stay or sailing excursion packages.
Other Activities: nearby and downtown shopping, all the major companies with other water activities all near the boats from kayaking, boating, parasailing, health/beauty spa all on the island easy to get to.
Golf: Key West Golf Club located on Stock Island. Call them for pricing.
|Rate Period||Nightly||Weekend Night||Weekly||Monthly||Event|
My Standard Rate
2 night minimum stay
|Notes: Rates are based on 2 guests; add $45 per night, per additional guest|
|Property Damage Protection||$89|
|Notes||This is an outdoor experience on a boat and is unique and can be very enjoyable. Our crew are experienced and know the waters and stay with you the entire time you are on your sailing excursion part of your charter and willing to answer questions about wild life or the sea, sailing just ask. If you enjoy skiing, camping, fishing, swimming and snorkeling you will most likely enjoy sailing.|
Payment is usually accepted in the quoted currency (USD) unless the currency and the amount is specifically agreed in advance with the owner / advertiser.
Learn more about this vacation rental at the owner's website: