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Best results for

Sailing

Showing 649-672 of 1,008 results
Key West, FL86Honolulu, HI65San Diego, CA35St. Augustine, FL28Traverse City, MI26
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Private Sailing Charter with Snorkel Stop in Pensacola Beach

Private Sailing Charter with Snorkel Stop in Pensacola Beach

Sail Pensacola Bay with time to take the helm, swim, or snorkel

5.0 • 2.1K reviews
$528
3.5-Hour Jolly Mon Sail and Snorkel Adventure

3.5-Hour Jolly Mon Sail and Snorkel Adventure

Sail Pensacola waters and snorkel shallow sites with gear, instruction, and a licensed captain

5.0 • 2.1K reviews
$501
Sail to Sand Island on a 7-Hour Pensacola Beach Cruise

Sail to Sand Island on a 7-Hour Pensacola Beach Cruise

Spend 7 hours sailing, swimming, and grilling on a private trip for up to 6

5.0 • 2.1K reviews
$773
Moonlight Cruise in Beaufort

Moonlight Cruise in Beaufort

Sail Beaufort's waterfront under moonlight with complimentary beverages

5.0 • 1.5K reviews
$78/ person
Private 2-Hour Sailing Cruise on Lake Champlain

Private 2-Hour Sailing Cruise on Lake Champlain

Sail Lake Champlain aboard a classic wooden sloop

5.0 • 1.1K reviews
$452& up
Lake Champlain Sailing Cruise on a Classic Wooden Sloop

Lake Champlain Sailing Cruise on a Classic Wooden Sloop

Sail Lake Champlain aboard a classic wooden sloop

5.0 • 1.1K reviews
$72/ person
Burlington Sunset Sailing Cruise

Burlington Sunset Sailing Cruise

Sail Lake Champlain at sunset aboard a classic wooden sloop

5.0 • 1.1K reviews
$396& up
Sailing Lesson on Lake Champlain Aboard 22' Sloop

Sailing Lesson on Lake Champlain Aboard 22' Sloop

Build practical sailing skills toward taking Goldenrod out independently

5.0 • 1.1K reviews
$452
St. Augustine Nights of Lights Sailing Tour

St. Augustine Nights of Lights Sailing Tour

Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights

5.0 • 768 reviews
$145/ person
St. Augustine Nights of Lights Sailing Cruise

St. Augustine Nights of Lights Sailing Cruise

Private yacht views of St. Augustine's holiday lights

5.0 • 768 reviews
$797& up
Sailing Book Club Cruise in St. Augustine

Sailing Book Club Cruise in St. Augustine

Read, sip tea, and share sailing stories on the water

5.0 • 768 reviews
$224/ person
Join a Sunday Sailing Lesson in St. Augustine

Join a Sunday Sailing Lesson in St. Augustine

Train as crew on Sunday sails with a USCG captain or ASA sailing instructor

5.0 • 768 reviews
$309/ person
Basic Keelboat Sailing Course in St. Augustine

Basic Keelboat Sailing Course in St. Augustine

Learn to skipper a keelboat in a two-day ASA 102 course

5.0 • 768 reviews
$1,161/ person
Learn Coastal Navigation in St. Augustine

Learn Coastal Navigation in St. Augustine

Practice coastal navigation theory in a four-day ASA course

5.0 • 768 reviews
$1,373/ person
4-Day ASA Advanced Coastal Cruising Course in St. Augustine

4-Day ASA Advanced Coastal Cruising Course in St. Augustine

Train to skipper a 30–50 ft sailboat on a 4-day ASA 106 course

5.0 • 768 reviews
$3,175/ person
Charleston 2.5-Hour Yacht Race Charter

Charleston 2.5-Hour Yacht Race Charter

Sail in Charleston's weekly harbor race with wine and charcuterie

5.0 • 730 reviews
$744/ boat
St. Augustine Nights of Lights Sailing Cruise

St. Augustine Nights of Lights Sailing Cruise

Sail past St. Augustine’s evening lights aboard a private luxury yacht

5.0 • 768 reviews
$1,022& up
Salem Harbor Sunset Sail on 1812 Schooner

Salem Harbor Sunset Sail on 1812 Schooner

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

5.0 • 534 reviews
$49/ person
Salem Sound Sail Aboard the Schooner Fame

Salem Sound Sail Aboard the Schooner Fame

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

5.0 • 534 reviews
$37/ person
Take a Morning Mimosa Sailing Cruise in Lake Tahoe

Take a Morning Mimosa Sailing Cruise in Lake Tahoe

2-hour morning sail on Lake Tahoe with mimosas and non-alcoholic drinks

5.0 • 492 reviews
$148/ person
Midday Sailing Cruise on Lake Tahoe

Midday Sailing Cruise on Lake Tahoe

Sail Lake Tahoe at midday with complimentary local drinks

5.0 • 492 reviews
$148/ person
South Lake Tahoe Sunset Catamaran Cruise

South Lake Tahoe Sunset Catamaran Cruise

Sail aboard a 50-foot catamaran on a wind-shaped afternoon cruise

5.0 • 492 reviews
$130/ person
Sunset Catamaran Cruise in South Lake Tahoe

Sunset Catamaran Cruise in South Lake Tahoe

Sail into golden hour aboard a 50-foot catamaran

5.0 • 492 reviews
$138/ person
Half-Day Sailing Tour on Saco Bay

Half-Day Sailing Tour on Saco Bay

Sail longer and see more of Saco Bay on a half-day trip

5.0 • 430 reviews
$256/ person
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