Top Portugal Sailing Trips

Q: Which Portugal Sailing Trips have Instant Confirmation?

Portugal Sailing Trips with Instant Confirmation include: 2 Hour Lisbon Sunset and Wine Sailing Tour 2 Hour Lisbon Traditional Boats Sunset Cruise with White Wine Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks Discover Porto, Elegant Yatch Cruise with Port Wine paring Lisbon Sunset Sailing with Portuguese Wine and History View all Tours with Instant Confirmation →

Q: I need a ride! Which Portugal Sailing Trips have Hotel Pickup?

No problem. These Portugal Sailing Trips include Hotel Pickup: Private Porto City Tour & Optional Shared Sail with Wine Tasting Private Porto Half-Day Tour with Optional Shared Sailing View all Tours with Hotel Pickup →

Q: Got any more Portugal trip ideas?

We sure do. Check out our curated lists of hand-picked Portugal Tours. Top 10 Portugal 2026 Senior-friendly tours Portugal The best tours and activities for culture lovers in Portugal Top Day Trips from Portugal Things to do in Portugal this summer View all Portugal Trip Ideas →

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

Based on our sales data over the past year, the most popular styles of tours and activities in Portugal are: Portugal Luxury & Special Occasions Portugal Luxury Tours Portugal Tours & Sightseeing Portugal Cruises, Sailing & Water Tours Portugal Cultural & Theme Tours View all tour styles in Portugal →

See Lisbon like you never have before during this 2-hour scenic sailing tour. Look out for the city’s famous monuments as you sail along the …More

Lisbon, Portugal

5.0 (26)

PRIVATE BOAT TOUR Lisbon

See Lisbon like you never have before during this 2-hour scenic sailing tour. Look out for the city’s famous monuments as you sail along the...

2 hours Free Cancellation

5.0 (26)

from
$43

Cascais Private Sailing Cruise with a drink - Half day/full day

Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat. Cascais Bay with the picturesque fishing boats, the beaches, the old …More

Cascais, Portugal

5.0 (26)

Cascais Private Sailing Cruise with a drink - Half day/full day

Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat. Cascais Bay with the picturesque fishing boats, the beaches, the old...

4 to 8 hours Free Cancellation

5.0 (26)

from
$704

Lisbon Private Romantic 2h Cruise with sparkling wine-Day/Sunset

Imagine you and your better-half sailing into the sunset, under a blue magnificent sky. The wind is blowing gently on your face, the yacht slide …More

Lisbon, Portugal

5.0 (25)

Lisbon Private Romantic 2h Cruise with sparkling wine-Day/Sunset

Imagine you and your better-half sailing into the sunset, under a blue magnificent sky. The wind is blowing gently on your face, the yacht slide...

2 hours Free Cancellation

5.0 (25)

from
$346

Porto: Small-Group Douro River Sailing Cruise

Experience the beauty of Porto in a whole new way on this 2-hour sailing cruise aboard the Argonauta, a 31-foot, charming and classic motor sailor, …More

Porto, Portugal

5.0 (25)

Porto: Small-Group Douro River Sailing Cruise

Experience the beauty of Porto in a whole new way on this 2-hour sailing cruise aboard the Argonauta, a 31-foot, charming and classic motor sailor,...

2 hours Free Cancellation

5.0 (25)

from
$67

2.5h Sunset Navigation with Azorean appetizers and Wine

Sail aboard a modern and comfortable sailboat where you can learn sailing concepts and take the helm. Enjoy coastal views at the best time of …More

5.0 (25)

2.5h Sunset Navigation with Azorean appetizers and Wine

Sail aboard a modern and comfortable sailboat where you can learn sailing concepts and take the helm. Enjoy coastal views at the best time of...

2 hours 30 minutes Free Cancellation

5.0 (25)

from
$413

Porto, sailing cruise with Port wine & magical sunset

Come and sail on a Hunter 356, American-made sailing boat, along the banks of the Douro River! Start your adventure at Pontão C de la …More

Porto, Portugal

5.0 (25)

Porto, sailing cruise with Port wine & magical sunset

Come and sail on a Hunter 356, American-made sailing boat, along the banks of the Douro River! Start your adventure at Pontão C de la...

2 hours Free Cancellation

5.0 (25)

from
$51

• Discover the other side of Lisbon! • Unforgettable and relaxing experience. • Amazing sights of the City of the Seven Hills. In this unforgettable …More

Lisbon, Portugal

5.0 (25)

Sight Sailing in Lisbon

• Discover the other side of Lisbon! • Unforgettable and relaxing experience. • Amazing sights of the City of the Seven Hills. In this unforgettable...

2 hours 30 minutes

5.0 (25)

from
$250

2h Private Group Exclusive Boat Tour with Local Sailors

See Lisbon from the water on a private sailing trip with local sailors, rather than navigating the city from land. Relax aboard as two crew …More

Lisbon, Portugal

5.0 (24)

2h Private Group Exclusive Boat Tour with Local Sailors

See Lisbon from the water on a private sailing trip with local sailors, rather than navigating the city from land. Relax aboard as two crew...

2 hours Free Cancellation

5.0 (24)

from
$264

Porto just for you! Sailing cruise with Port wine & sunset option

Just for you!!! An intimate and private tour! The Thullium, an American-made Hunter 356 (35 feet and 6 inches) sailing boat with a silent Japanese …More

Porto, Portugal

5.0 (24)

Porto just for you! Sailing cruise with Port wine & sunset option

Just for you!!! An intimate and private tour! The Thullium, an American-made Hunter 356 (35 feet and 6 inches) sailing boat with a silent Japanese...

2 hours Free Cancellation

5.0 (24)

from
$297

Discover Lisbon aboard a private sailboat in the Tejo

Discover Lisbon from a unique perspective, aboard the elegant sailboat Águalevada! In an exclusive and relaxing experience, perfect for special moments in a couple, family …More

Lisbon, Portugal

5.0 (23)

Discover Lisbon aboard a private sailboat in the Tejo

Discover Lisbon from a unique perspective, aboard the elegant sailboat Águalevada! In an exclusive and relaxing experience, perfect for special moments in a couple, family...

2 to 3 hours Free Cancellation

5.0 (23)

from
$51

Private Yacht Hire in The Algarve - Majestic

Escape with the people special to you and join us on your own luxury yacht charter and take a scenic Cruise along the stunning Algarvian …More

Vilamoura, Portugal

4.8 (22)

Private Yacht Hire in The Algarve - Majestic

Escape with the people special to you and join us on your own luxury yacht charter and take a scenic Cruise along the stunning Algarvian...

3 to 7 hours

4.8 (22)

from
$1,362

Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages

Experience the beauty of a Madeira sunset on a private 2.5-hour boat trip with Luv Sailing for up to 8 people from Funchal. (sunrise trips …More

5.0 (22)

Private Sunset Boat Trip Funchal, Madeira with Snacks & Beverages

Experience the beauty of a Madeira sunset on a private 2.5-hour boat trip with Luv Sailing for up to 8 people from Funchal. (sunrise trips...

2 hours 30 minutes Free Cancellation

5.0 (22)

from
$514

Private Catamaran Boat Tour - Ria Formosa

Enjoy a private sailing trip on our Special Sailing Catamaran. We will tailor the experience for you for whatever activity or sights you would like …More

Faro, Portugal

4.9 (21)

Private Catamaran Boat Tour - Ria Formosa

Enjoy a private sailing trip on our Special Sailing Catamaran. We will tailor the experience for you for whatever activity or sights you would like...

3 to 7 hours Free Cancellation

4.9 (21)

from
$902

Porto, Private Tour in the Douro and Sea or Sunset

Admire the beautiful riverside landscapes aboard our boat, which will take you to the area considered cultural heritage by UNESCO, where you can admire the …More

Porto, Portugal

5.0 (21)

Porto, Private Tour in the Douro and Sea or Sunset

Admire the beautiful riverside landscapes aboard our boat, which will take you to the area considered cultural heritage by UNESCO, where you can admire the...

2 hours Free Cancellation

5.0 (21)

from
$397

Lisbon Sailing Day Cruise with wine & snacks

See an unforgettable view of Lisbon on this 2-hour sailing tour.Meet your friendly crew, board your boat on the iconic Tagus River and set out …More

Lisbon, Portugal

5.0 (21)

Lisbon Sailing Day Cruise with wine & snacks

See an unforgettable view of Lisbon on this 2-hour sailing tour.Meet your friendly crew, board your boat on the iconic Tagus River and set out...

2 hours Free Cancellation

5.0 (21)

from
$44

Porto: Single Party on a charming sailboat with welcome drink

Your bachelor party experience with us is guaranteed to be fun because we have a team with total focus and attention to the most important …More

Porto, Portugal

4.9 (17)

Porto: Single Party on a charming sailboat with welcome drink

Your bachelor party experience with us is guaranteed to be fun because we have a team with total focus and attention to the most important...

2 hours Free Cancellation

4.9 (17)

from
$331

Sailing tour to the sunset on the Tejo River

Enjoying Lisbon from the view of the Tagus River and watching the magnificent sunset is a unique and memorable experience. This is without a doubt …More

Lisbon, Portugal

4.8 (17)

Sailing tour to the sunset on the Tejo River

Enjoying Lisbon from the view of the Tagus River and watching the magnificent sunset is a unique and memorable experience. This is without a doubt...

2 hours Free Cancellation

4.8 (17)

from
$41

Private Porto City Tour & Optional Shared Sail with Wine Tasting

Discover Porto at your own pace with a private local guide and private transport, including pickup and drop-off at your accommodation. See the city's highlights, …More

Porto, Portugal

4.9 (17)

Private Porto City Tour & Optional Shared Sail with Wine Tasting

Discover Porto at your own pace with a private local guide and private transport, including pickup and drop-off at your accommodation. See the city's highlights,...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$57

Private Porto Sailing Yacht Sunset Sightseeing Tour

Conclude your day in Porto with a luxury Sail Yacht private ride. A two hour cruise along the river, from Douro Marina until downtown Porto …More

Porto, Portugal

5.0 (16)

Private Porto Sailing Yacht Sunset Sightseeing Tour

Conclude your day in Porto with a luxury Sail Yacht private ride. A two hour cruise along the river, from Douro Marina until downtown Porto...

2 hours Free Cancellation

5.0 (16)

from
$616

Private Porto Half-Day Tour with Optional Shared Sailing

Explore Porto on a private city tour with a local guide, hotel pickup/drop-off and Mercedes-Benz transport. The city-only tour lasts about 4 hours; with sailing, …More

Porto, Portugal

4.9 (16)

Private Porto Half-Day Tour with Optional Shared Sailing

Explore Porto on a private city tour with a local guide, hotel pickup/drop-off and Mercedes-Benz transport. The city-only tour lasts about 4 hours; with sailing,...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$30