Classic Harbor Line Key WestPress and News

"The Florida Keys Is an Unexpectedly Festive Destination During the Holidays—Here's How to Plan a Visit" Celebrate the Holidays with Classic Harbor Line Key West Classic Harbor Line Key West is thrilled to share recent coverage in Travel + Leisure. The publication highlighted our festive holiday sailing experience aboard Schooner America 2.0. We are honored to ... Read more

Are you looking for something to do in the month of December when you visit Key West?  We all know that December in Key West offers a variety of activities and events to enjoy, thanks to its mild weather and festive atmosphere! Here are some ideas for your visit to Key West in December! Key ... Read more

Are you looking for the best sunset sail in Key West? Well, a sunset sail aboard the Schooner America 2.0 in Key West is an exquisite and unforgettable experience. The Schooner America 2.0 is a modern interpretation of the historic yacht that famously won the first America's Cup race in 1851. Indeed, it offers a ... Read more

A big “thank you” to Key West Food Tours for giving us a shout out at being in the top 10 Fabulous Key West February Events!  Ranked at number 5 we offer a romantic sunset sail on Valentine’s Day as well as running a classic key west sunset sail daily.   Take a look to see … Read more

This past week we were honored to have Shaun Corcoran aboard the Schooner America 2.0.  Written up in the Florida Weekly Key West Edition and also an Audio Story brought to you by Broadway Palm Dinner Theatre.  Jump aboard the schooner America 2.0 and feel the wind in your hair and sun upon your face.  … Read more

Sunset Sail Key West What best way to experience Key West than on a Key West Sunset Sail aboard a classic schooner!? Cruise with us into the horizon.  Sip on Champagne as we take you to a place you have never been before.  Our expertly trained Captain and Crew will give you a new kind … Read more

Sail with us aboard the Schooner America 2.0 for this epic event! Spend your Memorial Day Weekend with us at Sail Philadelphia for four days of waterfront festivities, ship tours, and sailing excursions on the Delaware River. Tall ships from U.S. and international ports will dock at Independence Seaport Museum and Penn’s Landing from May … Read more

Classic Harbor Line – Key West Sailing from Classic Harbor Line on Vimeo.

Soak up the unique history as you walk through the old Key West Historic Seaport also known as the Key West Bight.  Home of many fabulous restaurants, bars and the famous Schooner America 2.0.  Breathe in the refreshing salty air. Listen to the sounds of the lines clanking on the masts of the tall ships … Read more

Looking to get out on the water for a romantic cruise in Key West for Valentine’s Day?  Grab your loved one or your best friend and join us aboard the Schooner America 2.0 for a memorable evening sail in the emerald green waters of Key West.  Step aboard this stunning sailboat for a 2 hour … Read more

What better gift to give than a Classic Harbor Line Key West gift certificate for a sunset sail aboard the stunning Schooner America 2.0 in Key West FL. You cannot go wrong and will not disappoint with a Key West Holiday Gift Certificate! Sometimes there is a lot of pressure to give the perfect gift. … Read more

Key West Lighted Boat Parade Join us for the Key West Lighted Boat Parade!  Step aboard the Schooner America 2.0 for this famous Key West annual celebration.  This festive holiday event pulls the local community of seafaring sailors together to compete with their artistic styles!  Enjoy the view of their many creative and imaginative holiday decorations!  … Read more

Join us for the best seats in the house on this annual tradition of the “Lowering of the Pirate Wench”!  Each year we hoist the famous Schooner Wharf Bar Pirate Wench to the top of our 100 foot mast aboard the Schooner America 2.0.  Count down lights are hung from the top of the mast … Read more

See what dedication to providing the most perfect hospitality and sailing experience in Key West looks like. It is a breathtaking excursion aboard the most elegant vessels in the local Key West fleet: Schooner America 2.0.

For an elegant off-site location, charter a classic 1920s yacht in Boston; Newport, R.I.; New York, and other East Coast ports. Classic Harbor Line’s fleet of vintage vessels are perfect for team building and corporate outings; onboard wine tastings and history lectures can be arranged. Cost: $775 to $1,600 an hour, depending on size and … Read more

There is a perfect moment of sailing on every voyage. It happens just after the engine is shut off, after the sails snap at the wind on their way up the mast, after the boat falls off the wind’s nose searching for her heading. It’s when she surges forward under her own power, slicing through … Read more

To all of the Key West brides out there, whether local or planning a destination wedding, have we got a treat for you! We are so excited to introduce you to one of the most unique Florida Keys wedding venuesaround: Classic Harbor Line‘s Schooner America 2.0 in Key West. The gorgeous vessel is a venue … Read more