Sailing in Ashburn


Come Sail Away Now: One, Four, or Six 2-Hour Traditional Sailing Lessons on Boston Harbor from Come Sail Away Now (Up to 50% Off)

One, Four, or Six 2-Hour Traditional Sailing Lessons on Boston Harbor from Come Sail Away Now (Up to 50% Off)

Come Sail Away Now

Fan Pier

Small groups board the friendship sloop Tupelo Honey to learn the basics of traditional sailing within Boston Harbor

$270 $152

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Classic Harbor Line: Schooner Sail for Two from Classic Harbor Line (Up to 23% Off). Three Options Available.

Schooner Sail for Two from Classic Harbor Line (Up to 23% Off). Three Options Available.

Classic Harbor Line

Downtown

Flagship vessel modeled after 1890s schooners can take up to 41 passengers

$110 $85

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SeaBreeze Charter: Two-Hour Private BYOB Sailing Charter for Up to Six People at SeaBreeze Charter (50% Off). Two Options.

Two-Hour Private BYOB Sailing Charter for Up to Six People at SeaBreeze Charter (50% Off). Two Options.

SeaBreeze Charter

Central Chicago

American Sailing Association–certified captain entertains passengers during two-hour charters

$400 $200

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Tall Ship Red Witch: Sail Aboard Tall Wooden Ship Red Witch in Chicago (Up to 52% Off)

Sail Aboard Tall Wooden Ship Red Witch in Chicago (Up to 52% Off)

Tall Ship Red Witch

Burnham Harbor - J Dock

Passengers relax on Chicago’s only wooden tall ship while viewing the skyline or fireworks; Readers’ Choice award winner

$60 $29

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Millennium Sailing: Up to 50% Off BYOB Sailing Charter at Millennium Sailing

Up to 50% Off BYOB Sailing Charter at Millennium Sailing

Millennium Sailing

Central Chicago

From the merchant: Experience the sport of sailing while enjoying the skyline from the lake, or just hang out at the Play Pen.

$400 $199

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Naos Yachts, Inc.: $50 for $120 Worth of Sailing — Naos Yachts, Inc.

$50 for $120 Worth of Sailing — Naos Yachts, Inc.

Naos Yachts, Inc.

Marina Del Ray

From the merchant: Two-hour sail from Marina del Rey along the coast of Venice and Santa Monica; new Beneteau yacht and captain

$120 $50

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Isabella's Cruises: 90-Minute Private BYOB Sailing Trip for Two or Four from Isabella's Cruises (Up to 57% Off)

90-Minute Private BYOB Sailing Trip for Two or Four from Isabella's Cruises (Up to 57% Off)

Isabella's Cruises

Marina Del Rey

Sailboat crew takes couples and groups on a BYOB adventure on the water

$450 $192

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South Bay Sailing School: 90-Minute Sailing Lesson or BYOB Cruise for One, Two, or Four from South Bay Sailing School (Up to 52% Off)

90-Minute Sailing Lesson or BYOB Cruise for One, Two, or Four from South Bay Sailing School (Up to 52% Off)

South Bay Sailing School

Redondo Beach

Up to six aspiring seafarers learn sailing basics or just cruise along the South Bay coastline on a 26-foot sailboat

$75 $39

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True North Sailing School: $360 for Three-Day Basic Sailing 101 Course at True North Sailing School ($720 Value)

$360 for Three-Day Basic Sailing 101 Course at True North Sailing School ($720 Value)

True North Sailing School

Newport Marina

Three-day course splits time in the classroom and on the water, teaching students the basics of sailing a small vessel

$720 $360

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Sail the Hudson: Two-Hour Scenic Day Sail for One or Two from Sail the Hudson (Up to 59% Off)

Two-Hour Scenic Day Sail for One or Two from Sail the Hudson (Up to 59% Off)

Sail the Hudson

Jersey City

The boat sails its way through New York Harbor as scenic views emerge around each bend

$99 $46

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Hudson River Community Sailing: Sunday Breakfast Trip for One or Two from Hudson River Community Sailing (Up to 48% Off)

Sunday Breakfast Trip for One or Two from Hudson River Community Sailing (Up to 48% Off)

Hudson River Community Sailing

Chelsea

Take in stunning views of New York in the morning while knowledgeable skippers teach sailing basics during voyages along the Hudson River

$125 $75

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Afterguard Sailing Academy: Introduction Sailing Class at Afterguard Sailing Academy (Up to 50% Off). Three Options Available.

Introduction Sailing Class at Afterguard Sailing Academy (Up to 50% Off). Three Options Available.

Afterguard Sailing Academy

Multiple Locations

Instructors acquaint students with sailing vernacular and basic techniques during hands-on sailing sessions

$90 $55

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Bay Breeze Charters: $45 for a Two-Hour Public Sunset or Afternoon Cruise for Two from Bay Breeze Charters ($90 Value)

$45 for a Two-Hour Public Sunset or Afternoon Cruise for Two from Bay Breeze Charters ($90 Value)

Bay Breeze Charters

Sausalito

A seasoned crew steers a 51-ft. yacht past Alcatraz and under Golden Gate Bridge during a festive public cruise

$90 $45

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SailNOW: $169 for a Day Sailing Cruise for Two from SailNOW ($390 Value)

$169 for a Day Sailing Cruise for Two from SailNOW ($390 Value)

SailNOW

Berkeley

Expert skipper certified by US Sailing and ASA leads scenic day cruises around the bay

$390 $169

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Groupon Guide