Lucky you... You just found Paradise!

Come Sail Away With the Crew of Troika II !

Chart your own course... Florida Keys / Bahamas


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One week Sailboat Charters should not cost you an arm and a leg !! A Sailboat Charter is a great way to spend your vacation. Sailboat Charters of Miami specializes in Sailboat charter vacations. You don't have to spend a fortune on Florida vacations to have the time of your life. For just $1240(no kidding), you can escape to a tropical island paradise aboard your own crewed yacht! If you are the type that enjoys pitching in a little, you can enjoy a Bareboat Charter, (the captain does all the hard stuff). Don't compromise yourself any longer.... Cast-Off your worries and chart a different course ! Cruising vacations are relaxing vacations.  Take a Sailboat Charter, and you will always remember how fun and relaxing it was. We have Sailboat Charters to the Florida Keys, Sailing Vacations to the Bahamas. This is one of the best ways to celebrate spring break! We have the very best Spring Break Sailboat Charter vacation packages that you can find CHECK OUT THE STUDENT SPRING BREAK SAIL BOAT CHARTERS ON THE Spring Break Page! If you are looking for a Sailboat Charter in the Florida Keys, you have just found the Sailboat Charter company to do it with. Sailboat cruising is one of the most relaxing ways to spend your vacation.

Have you always had the dream of spending an intimate Honeymoon out away from it all? We have the answer. A honeymoon sailboat charter! Think of just the two of you, watching the sun go down over the bow, a warm breeze blowing, a nice cool drink in your hand, and no worries in the world. A honeymoon sailboat vacation is just what you want. Click here to check out the honeymoon sailboat charter. It is truly a Honeymooners dream trip! Our honeymoon sailboat vacation, is the best deal you can find on a truly unforgettable honeymoon! It is all inclusive, so no hidden fees or extras.

Charter Smarter... Sailboat Cruising in the Florida Keys And Bahamas is a phone call away !

Sailboat Charters, Sailing Charters in Florida, Bahamas Sailing Charters

Where are we Located?

Sailing Charters in Florida never gets easier than this. Our Luxurious all teakwood sailing clipper is home based in the new Dinner Key Marina

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in the heart of 'hip' Coconut Grove, Florida just a few miles south of Miami Beach and South Beach. This location is minutes from the airport, and is a convenient 'jumping off point' for Sailing Charters to the Florida Keys or across the Gulf Stream to The Bimini Island Chain in the Bahamas. From our marina you are minutes from sailing Bay and the fascinating coral reefs and sea gardens of John Pennekamp State Park. Summer or Winter. Florida Keys Sailing offers fun, protected-from-heavy-weather sailing.

Sailboat Charters, Sailing Charters in Florida, Bahamas Sailing Charters

What Can we Do For You?

Charter your own Skippered Classic Clipper..... 46 feet of Traditional Elegance and Luxury For... Family Sailing Charters, Cocktail Parties, Private Day Charters, Special Occasions, Anniversaries, Birthdays, Sailing Charters in the Bahamas, Sailing Charters in the Florida Keys, Weddings at Sea and.. All Custom Tailored to your exact requirements. We want to make your Florida Sailing occasion an experience that you will cherish and talk about for years to come !! Come vacation amid some of the clearest waters and most spectacular cays and lagoons in the world, come sail with the crew of TROIKA II. Thrill to an exhilarating reach into paradise, troll for Mahi Mahi, grouper and mackerel, anchor in secluded lagoons, snorkel and explore our vast world-famous underwater preserves teaming with exotic marine life. Discover mysterious blue holes, caves or swim with playful dolphins. At days end, sit back and relax with your favorite 'sundowner cocktail'... relish the crimson sun dip behind magnificent deep blue seas..... savor a scrumptious candle lit dinner under glittering night skies.

The bottom line is we offer the best yacht in the business, best guest accommodation's, (check out the specifications page), Best meal plan (check out the menus page), the most experienced and personable crew (check out Captain David's page), and a more varied cruising area for the price! Florida Yacht Charters are FUN and SAFE!We do not raise our rates during high season... EVER ! Cruising Kitty Limited? Check out the budget page, and the Skippered Bareboat page in the Packages Section. For more information E-mail us,

or Call us!! In the USA or Out of the USA call (305)-772-4221
Day or Evening... Off Shore or Intercoastal... Half Day..... Full Day.... Weekly...... Monthly.
Sailboat Charters, Sailing Charters in Florida, Bahamas Sailing Charters

Our Mission

"For Many years now we have enjoyed introducing people to the joys and challenges of crewed sailing charters and the wonders of our sub-tropical paradise. We enjoy sharing with our guests our many years of experience running 'the big boats'. Safety seamanship, rules navigation, piloting, handling, anchoring, knots, terminology, provisioning, food storage, onboard cooking, special recipes, scuba diving and snorkeling, spear and line fishing are just some of the skills and topics we'd like to share with you. We always encourage our guests to do as much or as little as they wish. Our primary concern however, is to make your hard earned vacation enjoyable, informative, and above all " safe." We also offer clothing optional Sailing Charters, along with Gay Sailing Charters. Yup mates... all are welcome! Sailboat Charters strives to provide the best atmosphere for a most relaxing sailing vacation for up to 6 passengers with a roomy 46 foot sailboat and all the amenities. Your pleasure is our number one goal ! Sailboat Charters are truly the best, and most relaxing way to spend your vacation. A sailing vacation is an unforgettable experience!

Sailboat Charters, Sailing Charters in Florida, Bahamas Sailing Charters

Company Profile

Captain David Sullivan U.S.C.G. License #733129 issued in 1988 - Unlimited Master's License, 100 Ton for steam, motor, or auxiliary sail vessels.

Captain David Sullivan has the education, experience and personality to provide the safe sailing adventure you'll cherish and talk about for years to come. David was born and raised in 'The Old Whaling Capital Of The World', New Bedford, Massachusetts, on Cape Cod. He has been sailing out of Miami Florida for the last 20 years. 

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Contact Information

 Call or e-mail now for more information. Book early to ensure your charter boat will be available when you are. Call Now ! Telephone (305) 772-4221

Out of the USA Use the proper country code 011 (305) 772-4221

Postal address 2829 Bird Ave. PMB 216 Coconut Grove, Florida 33133

Electronic mail General Information:


Captain David :

Come for a beautiful Sailboat Charter on her! This Sailboat Charter is the Dream of a lifetime.

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