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    1. Local experiences/
    2. All experiences/
    3. sailing

    Best results for Sailing

    Showing 25-48 of 404 results
    Sail Grand Traverse Bay on a 2.5-Hour Cruise
    Traverse City, MI

    Sail Grand Traverse Bay on a 2.5-Hour Cruise

    Relax on a 2.5-hour day sail with local food and open bar

    Relax on a 2.5-hour day sail with local food and open bar
    4.9 • 250 reviews
    $212/ person
    2-Hour Private Sail in West Grand Traverse Bay
    Traverse City, MI

    2-Hour Private Sail in West Grand Traverse Bay

    Charter a private 2-hour sail for up to 6 guests on West Grand Traverse Bay

    Charter a private 2-hour sail for up to 6 guests on West Grand Traverse Bay
    5.0 • 169 reviews
    $317
    Sail a 2-Hour Sunset Catamaran Cruise in West Palm Beach
    West Palm Beach, FL

    Sail a 2-Hour Sunset Catamaran Cruise in West Palm Beach

    Relax on a shaded sunset sail with an onboard bar

    Relax on a shaded sunset sail with an onboard bar
    4.8 • 26 reviews
    $82/ person
    2-Hour Yorktown Sunset Sail Cruise
    Yorktown, VA

    2-Hour Yorktown Sunset Sail Cruise

    Sail the York River at sunset aboard the Tall Ship Alliance II

    Sail the York River at sunset aboard the Tall Ship Alliance II
    4.8 • 465 reviews
    $72/ person
    Sail a Pirate-Themed Cruise in Yorktown
    Yorktown, VA

    Sail a Pirate-Themed Cruise in Yorktown

    Join a kid-friendly pirate sail with cannon fire on the Yorktown Schooner

    Join a kid-friendly pirate sail with cannon fire on the Yorktown Schooner
    4.8 • 465 reviews
    $61/ person
    Spot Dolphins on a 2-Hour Cocoa Beach Sail
    Cocoa Beach, FL

    Spot Dolphins on a 2-Hour Cocoa Beach Sail

    Sail the Indian River Lagoon on a 2-hour, small-group catamaran cruise

    Sail the Indian River Lagoon on a 2-hour, small-group catamaran cruise
    4.4 • 125 reviews
    $56/ person
    Spot Dolphins on a Private Sail in Cocoa Beach
    Cocoa Beach, FL

    Spot Dolphins on a Private Sail in Cocoa Beach

    Sail the Indian River Lagoon on a private catamaran with drinks and snacks

    Sail the Indian River Lagoon on a private catamaran with drinks and snacks
    4.4 • 125 reviews
    $339
    Cocoa Beach Sunset Sail & Dolphin Watching
    Cocoa Beach, FL

    Cocoa Beach Sunset Sail & Dolphin Watching

    Unwind as the sun sets over the Indian River and look for dolphins on a relaxing 2-hour catamaran cruise

    Unwind as the sun sets over the Indian River and look for dolphins on a relaxing 2-hour catamaran cruise
    4.4 • 125 reviews
    $56/ person
    Sail Key West on a 2-Hour Champagne Sunset Cruise
    Key West, FL

    Sail Key West on a 2-Hour Champagne Sunset Cruise

    Sail into the Key West sunset with drinks and hors d'oeuvres included

    Sail into the Key West sunset with drinks and hors d'oeuvres included
    4.9 • 592 reviews
    $123/ person
    Hilton Head Sailing on Historic America's Cup Yacht
    Hilton Head Island, SC

    Hilton Head Sailing on Historic America's Cup Yacht

    Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht

    Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht
    4.8 • 7.7K reviews
    $53/ person
    2-Hour Honolulu Sunset Sailing Cruise
    Honolulu, HI

    2-Hour Honolulu Sunset Sailing Cruise

    Sail Honolulu at sunset with Diamond Head views and a full bar onboard

    Sail Honolulu at sunset with Diamond Head views and a full bar onboard
    4.8 • 2.3K reviews
    $144/ person
    Sunset Sailing Cruise From Ko Olina Marina
    Kapolei, HI

    Sunset Sailing Cruise From Ko Olina Marina

    Sail Ko Olina at sunset with drinks and light appetizers

    Sail Ko Olina at sunset with drinks and light appetizers
    4.9 • 3K reviews
    $138/ person
    Waikiki Sunset Catamaran Cruise with Swimming
    Honolulu, HI

    Waikiki Sunset Catamaran Cruise with Swimming

    Enjoy a swim-optional sunset sail along the Waikiki coastline with inside and outside seating

    Enjoy a swim-optional sunset sail along the Waikiki coastline with inside and outside seating
    $65
    2-Hour Oahu South Shore Sailing Cruise
    Honolulu, HI

    2-Hour Oahu South Shore Sailing Cruise

    Sail Oahu’s south shore for Diamond Head and Honolulu skyline views

    Sail Oahu’s south shore for Diamond Head and Honolulu skyline views
    4.8 • 2.3K reviews
    $144/ person
    Sail to Diamond Head From Waikiki
    Honolulu, HI

    Sail to Diamond Head From Waikiki

    Diamond Head sail with snacks and unlimited nonalcohol drinks

    Diamond Head sail with snacks and unlimited nonalcohol drinks
    4.7 • 200 reviews
    $58/ person
    Explore Oahu Circle Island Tour & Sunset Sail
    Honolulu, HI

    Explore Oahu Circle Island Tour & Sunset Sail

    Tour Oahu’s top stops, then sail Waikiki at sunset on a Polynesian canoe

    Tour Oahu’s top stops, then sail Waikiki at sunset on a Polynesian canoe
    4.9 • 2K reviews
    $491/ person
    West Oahu Dolphin Sail with Lunch & Snorkeling
    Honolulu, HI

    West Oahu Dolphin Sail with Lunch & Snorkeling

    See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail

    See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail
    $172/ person
    Waikiki Sunset Catamaran Sail
    Honolulu, HI

    Waikiki Sunset Catamaran Sail

    Sail Waikīkī at sunset with drinks and light bites included

    Sail Waikīkī at sunset with drinks and light bites included
    $115/ person
    West Oahu Sunset Sail with Drinks & Appetizers
    Honolulu, HI

    West Oahu Sunset Sail with Drinks & Appetizers

    Unwind on a West O‘ahu sunset cruise with panoramic views, drinks, and light bites included

    Unwind on a West O‘ahu sunset cruise with panoramic views, drinks, and light bites included
    $115/ person
    Sail to Cape Lookout for Beach Time & Lunch
    Beaufort, NC

    Sail to Cape Lookout for Beach Time & Lunch

    Sail to Cape Lookout for beach time, catered lunch, and lighthouse views on a stable catamaran

    Sail to Cape Lookout for beach time, catered lunch, and lighthouse views on a stable catamaran
    5.0 • 1.1K reviews
    $168/ person
    Beaufort Sunset Sail with Complimentary Drinks
    Beaufort, NC

    Beaufort Sunset Sail with Complimentary Drinks

    Unwind on a 90-minute evening cruise with coastal views and complimentary beverages

    Unwind on a 90-minute evening cruise with coastal views and complimentary beverages
    5.0 • 1.1K reviews
    $78/ person
    Sail On a Private Brunch Cruise in St. Augustine
    St. Augustine, FL

    Sail On a Private Brunch Cruise in St. Augustine

    Charter a luxury catamaran and enjoy a family-style brunch with bottomless mimosas

    Charter a luxury catamaran and enjoy a family-style brunch with bottomless mimosas
    5.0 • 740 reviews
    $1,688
    Sail On A Brunch Cruise In St. Augustine
    St. Augustine, FL

    Sail On A Brunch Cruise In St. Augustine

    Share a brunch sail with mimosas on a 35 ft monohull in St. Augustine

    Share a brunch sail with mimosas on a 35 ft monohull in St. Augustine
    5.0 • 740 reviews
    $224/ person
    Sip & Sail Sunset Cruise in St. Augustine
    St. Augustine, FL

    Sip & Sail Sunset Cruise in St. Augustine

    Sail St. Augustine’s waterways with wine tasting or mimosas

    Sail St. Augustine’s waterways with wine tasting or mimosas
    5.0 • 740 reviews
    $201/ person
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