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Key West, FL

Schooner America 2.0

Schooner America 2.0

Schooner America 2.0 sailing offers our most premium sailing experience in Key West Florida. America 2.0 is the newest, largest, most elegant yacht designed for Classic Harbor Line. Added to the fleet in 2011, America 2.0 offers the most exceptional Key West day sailing and sunset sailing one can find.

Sailing aboard Schooner America 2.0 will show you that she is the fastest, most refined, and the most comfortable schooner of our fleet.

The past meets the future aboard Schooner America 2.0. She is modeled after one of the most famous maritime icons of all time!  Schooner America which was the winner of the first “America’s Cup” of 1851. The “2.0” aspect of our vessel refers to the eco-friendly nature.  Both her cutting-edge construction materials and her propulsion system created by the designers at Scarano Boat Building, of Albany, New York make this yacht unique. 

Rather than finding a diesel-consuming engine room below decks, you find a large battery bank providing electric propulsion with smaller diesel assist-generators. If you peeled away her hull, rather than finding heavy fiberglass or steel, you will find an extremely durable 3-layered composite: a sandwich of cedar over balsa core, laminated with an epoxy resin. Split on a horizontal plane, this light 3-layer composite makes up the upper 70% of the hull while the lower 30% is constructed of marine-grade aluminum.

Furthermore, rather than a heavy wooden rig aloft, you find carbon-fiber masts, booms and gaffs. Together, these strengthening and lightening components of construction, coupled with her modernized power-sourcing, America 2.0 is provided with the ability to move through the water more effortlessly, efficiently and with minimal environmental impact.


Key West Brunch Sail

Easter Brunch Sail aboard Schooner America 2.0

Enjoy your Easter morning aboard Key West’s most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0. Take in the vibrant colors of Key West as you sip champagne, dine on passed a delicious brunch, and glide through the crystal clear surrounding waters. This two-hour day sail features complimentary mimosas, Bloody Marys, champagne, wine, beer, soft drinks, and water. Brunch is provided, including spiraled ham, bagels and pastries, meats and cheeses, smoked salmon, crudite, and other delicious treats! Schooner America 2.0 is a state of the art vessel built in 2011. She features teak decks, mahogany-trimmings, and 3600 square feet of canvas! Sit back and relax while she plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West sailing experience!

  Duration: 2 hrs   Boat: Schooner America 2.0   Cost: Adult $96

Key West Mimosa Sail

Key West Mimosa Sail on Schooner America 2.0

Good Morning Mimosa Lovers! Step aboard for a Key West Mimosa Sail on our stunning Schooner America 2.0! Start your day off right and take the helm and experience the power of this sailing machine.  Or sit back and relax while with a mimosa in hand as you sail smoothly through the crystal clear waters of Key West. Either way and above all, it doesn’t get much better for an afternoon day sail in Key West. This 1.5 hour sail features a complimentary mimosa bar, beer, wine, champagne and soft drinks! Bloody Marys are for purchase (credit card only)! A small hors d’oeurves plate is served, but guests are encouraged to bring aboard their own picnic lunch!

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $64

Key West Wreckers Race

Key West Classic Regatta

The Key West Classic Regatta is designed after the Great Chesapeake Bay Schooner race and is a great way to see some of the most beautiful Key West schooners in their element. It is time to jump aboard and take an adventure on Key West’s most stunning sailboat, the 105-foot Schooner America 2.0 and be a part of this annual festivity! So, all hands on deck! Join us as we push off the dock at 10:30 AM for race start! America 2.0 features beautiful teak decks, mahogany-trimmings, and with 3,600 square feet of canvas, she flys! Sit back and relax while she plies effortlessly through the crystal Green Key West sailing waters towards the finish line!

  Duration: 4.5 hrs   Boat: Schooner America 2.0   Cost: $85

Key West Day Sailing

Classic Day Sail aboard Schooner America 2.0

It is true! When in Key West you must soak in the sun while you do some classic Key West day sailing. We think the best way to spend an afternoon is to take to the water on the Schooner America 2.0 for a Key West Day Sail! Named after the first boat to win the America’s Cup in 1851. Our stunning 105-foot sailboat features teak decks, mahogany trimmings, and ample seating. There is over 3,600 square feet of sail that will propel you smoothly through the crystal green waters of Key West. Our 1.5-hour Classic Key West Day Sail features complimentary beer, wine, champagne and soft drinks. We have Bloody Marys that are for purchase (credit card only)! Also, a small hors d’oeurves plate is provided, but guests are encouraged to bring aboard their own picnic lunch.

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $64

Key West Sunset Sail

Key West Sunset Sail on Schooner America 2.0

Enjoy the best Key West sunset sail on Schooner America 2.0!  Take in the vibrant colors of Key West’s famous sunset as you sip champagne, and dine on passed hors d’oeurves. On this Key West Sunset Cruise you will magically glide through the crystal clear surrounding waters.

This two-hour Key West sunset cruise features complimentary champagne, wine, beer, soft drinks, and water. Passed hors d’oeurves are provided, including shrimp cocktail, a cheese plate, and delicious veggies! Sit back and relax while she plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West Sunset experience!

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $96

Key West Wreckers Race

Wreckers Race aboard Schooner America 2.0

All hands on deck!  If you enjoy a good sailboat race, it is an absolute must for you to sail on board the Schooner America 2.0 for the Key West Schooner Wharf Bar Wrecker’s Cup Race! 

A little history…back in the days of old Key West, ships from afar often ran aground on Sand Key Reef. When all the scallywags in Key West heard there was booty to be had, they jumped in their boats and raced to the reef. The first one there could claim the ship’s cargo! Arrggh!

Today, we celebrate this Key West tradition annually with a set of monthly races from January to April. It all starts with the firing of the cannon at 1:00 PM.  Enjoy the excitement aboard Schooner America 2.0 as we race to defend our title of fastest schooner in Key West!

Beer, wine, champagne, and a boxed lunch are complimentary with your ticket purchase.

  Duration: 3 hrs   Boat: America 2.0   Cost: Adult $96

Key West Full Moon Sail

Full Moon Sail Aboard Schooner America 2.0

Let us take your breath away with a Key West Full Moon Sail.  A truly magical way to experience Key West is to take to the waters by full moon light! This is the most romantic, moonlight sailing adventure that is yours to be had aboard Key West’s most stunning sailboat.  Our 105-foot wooden schooner, America 2.0 is the most elegant schooner in town.  Sit back and relax with us on this Key West Full Moon Sail while cruising through the evening. Basking in the golden moonlight that dances on the night waters you are sure to have a memorable event. You will enjoy complimentary beer, wine, champagne, soda, and water. We encouraged you to make the most of the event by bringing aboard your own picnic!

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $56

Key West Lighted Boat Parade

Lighted Boat Parade aboard Schooner America 2.0

Join us for the Key West Lighted Boat Parade, a favorite maritime holiday event. Sit aboard the most elegant schooner decked out in holiday decor.  The America 2.0 will parade through the Bight and Harbor of Key West. We will be showing off our crews creative and imaginative design of twinkling lights that will dazzle all.  Up to 30 other Key West yachts will join us in the annual Key West Lighted Boat Parade. Cruise aboard America 2.0 while taking in this magical display of holiday spirit. All of the participating yachts will have the opportunity to show off their holiday decorations as they glide by the viewers and judges at the Schooner Wharf Bar. 

  Duration: 3 hrs   Boat: America 2.0   Cost: Adult $136

Key West New Year's Eve Event

New Year’s Eve Bash aboard Schooner America 2.0

Do you want the best seat in the house for New Year’s Eve in Key West? Join us aboard America 2.0 for an epic New Year’s Eve Bash! Our Key West New Year’s Eve Event aboard the Schooner America 2.0 is one that must not be missed.  You will experience VIP dockside access to the famous Schooner Wharf Bar “Lowering of the Pirate Wench”. We are the very venue that hosts the Lowering of the Pirate Wench from the rig of our Schooner America 2.0! So enjoy this timeless celebration on the most exclusive boat in the Historic Bight. Our special ’21 and older’ event features complimentary beer, wine, champagne, well drinks, soda, water, and delicious hors d’ oeuvres! Our Key West New Year’s Eve Bash will separate you from the crowds and give you the best seat in the house for a front row viewing of this epic event.   

  Duration: 3 hrs   Boat: America 2.0   Cost: Adult $246

Key West Valentine's Day Sunset Sail

Champagne & Aphrodisiacs Valentine’s Day Sail

This Valentine’s Day, take to the water and fall in love all over again. Join us aboard Schooner America 2.0 on a Key West Valentine’s Day Sunset Sail.  This is an unforgettable sunset sail that will tickle your taste buds and create a memory to last a lifetime. Celebrate this Valentine’s Day with your special someone on our Champagne and Aphrodisiacs Pairing Sunset Sail.

Our crew will cater to you as you sail through the beautiful turquoise green waters aboard the Schooner America 2.0.  You and your loved one will be able to take in all the romance that this Key West Valentine’s Day Sunset Sail has to offer. We will  treat you to a delicious pairing menu that is sure to entice.  The menu consists of hors d’ oeuvres expertly paired with champagnes and sparkling wines from around the world! So look no further and join us for a romantic evening on the water. 

  Duration: 2 hrs   Boat: America 2.0   Cost: $186