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San Juan Sailing Trips

  • San Juan Sunset Harbor Boat Ride
    Likely to Sell Out

    San Juan Sunset Harbor Boat Ride

    Hop aboard and join us for a captivating journey on a sunset pontoon boat tour, exploring the timeless allure of San Juan Bay, the historical...
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     1 hour 30 minutes  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $109
    Details
    from
    $109
    Details
  • San Juan Catamaran Sunset Sail with Drinks Included
    Likely to Sell Out

    San Juan Catamaran Sunset Sail with Drinks Included

    Sit back, relax and take in the amazing sights of historic San Juan Bay with picturesque sunset lighting. This 2-hour sail aboard a 37ft catamaran...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $119
    Details
    from
    $119
    Details
  • San Juan: Snorkeling with Turtles Adventure and Free Videos
    Likely to Sell Out

    San Juan: Snorkeling with Turtles Adventure and Free Videos

    Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $57
    Details
    from
    $57
    Details
  • San Juan Bay Day Sail with Drinks Included
    Likely to Sell Out

    San Juan Bay Day Sail with Drinks Included

    Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation (not a booze...
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     1 hour 30 minutes  Free Cancellation
    from
    $99
    Details
    from
    $99
    Details
  • Historical San Juan Bay Sunset Sailing Tour

    Historical San Juan Bay Sunset Sailing Tour

    Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no...
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     2 hours  Free Cancellation
    from
    $109
    Details
    from
    $109
    Details
  • VIP San Juan: Snorkeling Tour with Turtles with Free Videos
    Likely to Sell Out

    VIP San Juan: Snorkeling Tour with Turtles with Free Videos

    Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $80
    Details
    from
    $80
    Details
  • Sail Away: Private Scenic Excursion from San Juan
    Likely to Sell Out

    Sail Away: Private Scenic Excursion from San Juan

    Private, AM. PM. or Sunset, sailing around the San Juan Bay and Harbor of Old San Juan, Puerto Rico. (Prices already include all taxes and fees)...
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     2 to 3 hours  Free Cancellation  Instant Confirmation
    from
    $475
    Details
    from
    $475
    Details
  • San Juan Historical Bay Daytime Sailing Tour

    San Juan Historical Bay Daytime Sailing Tour

    Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no...
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     2 hours  Free Cancellation
    from
    $99
    Details
    from
    $99
    Details
  • San Juan Bay Private Tour with Drinks and Tapas: 4+ people

    San Juan Bay Private Tour with Drinks and Tapas: 4+ people

    Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a...
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     3 hours  Free Cancellation
    from
    $166
    Details
    from
    $166
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for San Juan Sailing Trips?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best San Juan Sailing Trips are:

Q: What are the best kid-friendly options for San Juan Sailing Trips Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly San Juan Sailing Trips are:

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Q: Which San Juan Sailing Trips have Instant Confirmation?

A: San Juan Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation

Q: Which San Juan Sailing Trips have Free Cancellation?

A: San Juan Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation

Q: I need a ride! Which San Juan Sailing Trips include Hotel Pickup?

A: No problem. These San Juan Sailing Trips include Hotel Pickup:

View all Tours with Hotel Pickup

Q: Got any more San Juan trip ideas?

A: We sure do. Check out our curated lists of hand-picked San Juan Tours.

View all San Juan Trip Ideas

Q: What are the most popular styles of Tours and Activities in San Juan?

A: Based on our sales data over the past year, the most popular styles of tours and activities in San Juan are:

View all tour styles in San Juan

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