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Madeira Sailing Trips

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Madeira Tours

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16 Results
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  • Seaborn Catamaran trips

    Seaborn Catamaran trips

    263

    Aboard this sailing catamarans you will enjoy the beauty of the Madeiran coast with comfort and stability. Possibility of watching Dolphins, Whales and Turtles. Madeira...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $41.35
    Details
    from
    $41.35
  • Madeira Private Sunset Boat Tour from Funchal

    Madeira Private Sunset Boat Tour from Funchal

    88

    Feel the wind in your hair and smell the salty air. Madeira has so much to offer and so do our boat trips. One thing...
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     2 hours 30 minutes  Free Cancellation
    from
    $369.92
    Details
    from
    $369.92
  • Magic Dolphin Celebrity
    Likely to Sell Out

    Magic Dolphin Celebrity

    56

    Magic Dolphin Celebrity offers, upmarket dolphin and whale watching. Boat is unique, beautiful classic sailing catamaran. Has so much space inside and outside. Limited to...
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     2 to 3 hours  Free Cancellation  Instant Confirmation
    from
    $47.47
    Details
    from
    $47.47
  • Time Travel on Columbus Replica Flag Ship in Madeira

    Time Travel on Columbus Replica Flag Ship in Madeira

    132

    The Santa Maria de Colombo is a replica of Christopher Columbus's flag ship. It makes a trip along the souht coast of Madeira Island, usually...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $48.78
    Details
    from
    $48.78
  • Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages

    Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages

    2

    There’s no better way to begin or end the day than sailing across the Atlantic, with a drink in hand and the sea breeze on...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $611.97
    Details
    from
    $611.97
  • Funchal Half and Full Day Private Sailboat Tour

    Funchal Half and Full Day Private Sailboat Tour

    17

    A half or a full day to explore the south coast of Madeira Island, both east and west, we can go to private beaches accessible...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $677.33
    Details
    from
    $677.33
  • Madeira Private Boat Tour from Funchal

    Madeira Private Boat Tour from Funchal

    8

    Feel the wind in your hair and smell the salty air. Madeira has so much to offer and so do our boat trips. One thing...
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     3 hours  Free Cancellation
    from
    $463.44
    Details
    from
    $463.44
  • Luxury Yacht 4 hours in Madeira

    Luxury Yacht 4 hours in Madeira

    1

    This luxury yacht in Madeira gives you the opportunity to enjoy the island your way. If you are looking for a yacht to rent in...
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     4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $3,501.15
    Details
    from
    $3,501.15
  • Half Day Sailing Experience in Madeira´s South Coast

    Half Day Sailing Experience in Madeira´s South Coast

    7

    Since 2001, we've been cruising the waters of Madeira and Porto Santo in all sorts of nifty vessels, from dinghies to windsurfing boards and catamarans....
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     5 hours  Free Cancellation
    from
    $1,073.96
    Details
    from
    $1,073.96
  • Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira

    Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira

    9

    Since 2001, we've been cruising the waters of Madeira and Porto Santo in all sorts of nifty vessels, from dinghies to windsurfing boards and catamarans....
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     3 hours  Free Cancellation
    from
    $534.73
    Details
    from
    $534.73
  • Funchal Sunset Sailing Private Tour

    Funchal Sunset Sailing Private Tour

    2

    The Golden Hour is at Happy Hour! Ending the day with a swim in the sea and a toast to the sunset is an experience...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $499.08
    Details
    from
    $499.08
  • Madeira Bays tour on Sailing Boat

    Madeira Bays tour on Sailing Boat

    4

    Enjoy the crystal-clear ocean, nature reserves, the stupendous coast and the most beautiful bays on the island, always with the possibility of finding marine animals....
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     7 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $100.88
    Details
    from
    $100.88
  • Private Catamaran Trips in Madeira Island
    Likely to Sell Out

    Private Catamaran Trips in Madeira Island

    New To The Site!

    Sailing Sensation - Unique Catamaran Experiences Around Madeira & Porto Santo At Sailing Sensation, we specialize in creating personalized and unforgettable catamaran tours around the...
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     3 to 24 hours  Free Cancellation
    from
    $859.17
    Details
    from
    $859.17
  • Full Day Private Sailing Cruise

    Full Day Private Sailing Cruise

    New To The Site!

    Join us for an unforgettable one-day sailing adventure along the stunning coastline of Madeira Island! Our expert crew will guide you through breathtaking waters, allowing...
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     8 hours  Free Cancellation  Instant Confirmation
    from
    $1,431.95
    Details
    from
    $1,431.95
  • Sunrise Breakfast Tour in Madeira Island

    Sunrise Breakfast Tour in Madeira Island

    New To The Site!

    Witness the stunning sunrise over Madeira Island aboard a peaceful cruise, followed by a delightful breakfast on board. Setting sail one hour before dawn, this...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $60.48
    Details
    from
    $60.48
  • Fajãs Sailing Boat Tour

    Fajãs Sailing Boat Tour

    New To The Site!

    Enjoy the magnificent views of the south coast of Madeira on board the classic sailing boat - Ventura do Mar. After a complete briefing about...
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     7 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $100.80
    Details
    from
    $100.80
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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 Madeira Sailing Trips?

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

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

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

View all kid-friendly Tours →

Q: Which Madeira Sailing Trips have Instant Confirmation?

A: Madeira Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Madeira Sailing Trips have Free Cancellation?

A: Madeira 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 Madeira Sailing Trips include Hotel Pickup?

A: No problem. These Madeira Sailing Trips include Hotel Pickup:

View all Tours with Hotel Pickup →

Q: Got any more Madeira trip ideas?

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

View all Madeira Trip Ideas →

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

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

View all tour styles in Madeira →

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  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
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  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Sorting, ranking, and search results

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City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

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