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Top Portugal Sailing Trips

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Portugal Tours

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Porto: Douro River Cruise in a small Group With Port Wine

- Enjoy a relaxing sailing cruise on the Douro River, with stunning views of Porto and Vila Nova de Gaia - Travel on a recent …More

Likely to Sell Out
Likely to Sell Out
Porto, Portugal
4.8 (815)

Porto: Douro River Cruise in a small Group With Port Wine

- Enjoy a relaxing sailing cruise on the Douro River, with stunning views of Porto and Vila Nova de Gaia - Travel on a recent...

2 hours • Free Cancellation
4.8 (815)
from
$36
Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

***Disclaimer*** The provided starting time on the ticket is merely indicative! The sunset tour starts 2 hours before the sunset. You'll receive you correct starting …More

Lisbon, Portugal
4.8 (882)

Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks

***Disclaimer*** The provided starting time on the ticket is merely indicative! The sunset tour starts 2 hours before the sunset. You'll receive you correct starting...

2 hours • Free Cancellation
4.8 (882)
from
$45
Sailboat Tour in Lisbon with drinks included | Morning and Sunset

Cruise along Lisbon’s Tagus River while admiring the city sights! The 2 hour cruise includes sights of top Lisbon attractions and historical landmarks such as …More

Lisbon, Portugal
4.7 (581)

Sailboat Tour in Lisbon with drinks included | Morning and Sunset

Cruise along Lisbon’s Tagus River while admiring the city sights! The 2 hour cruise includes sights of top Lisbon attractions and historical landmarks such as...

2 hours • Free Cancellation
4.7 (581)
from
$35
Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink

Lisbon, sailing the Tagus river, the discoveries and the history of one of the oldest cities in the world watching a fantastic sunset while drinking …More

Likely to Sell Out
Likely to Sell Out
Lisbon, Portugal
4.9 (574)

Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink

Lisbon, sailing the Tagus river, the discoveries and the history of one of the oldest cities in the world watching a fantastic sunset while drinking...

2 hours • Free Cancellation
4.9 (574)
from
$50
2 Hour Lisbon Sunset and Wine Sailing Tour

Sailing on the Tagus River at the sunset is a unique experience. The city changes color, the sounds become special and the smells more aromatic! …More

Lisbon, Portugal
5.0 (2,476)

2 Hour Lisbon Sunset and Wine Sailing Tour

Sailing on the Tagus River at the sunset is a unique experience. The city changes color, the sounds become special and the smells more aromatic!...

2 hours • Free Cancellation
5.0 (2,476)
from
$64
Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

The BEST way to visit Lisbon is ByBoat. Classified as one of the top attractions in Lisbon, a 2h Sunset Sailing Cruise over Lisbon, where …More

Lisbon, Portugal
4.9 (994)

Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

The BEST way to visit Lisbon is ByBoat. Classified as one of the top attractions in Lisbon, a 2h Sunset Sailing Cruise over Lisbon, where...

2 hours • Free Cancellation
4.9 (994)
from
$70
2-Hour Lisbon Traditional Boats Sunset Cruise with White Wine

The sunset cruise lasts for 2 hours and starts at the renovated boat station "Sul e Sueste" next to Commerce Square. During this shared cruise, …More

Lisbon, Portugal
4.8 (1,572)

2-Hour Lisbon Traditional Boats Sunset Cruise with White Wine

The sunset cruise lasts for 2 hours and starts at the renovated boat station "Sul e Sueste" next to Commerce Square. During this shared cruise,...

2 hours • Free Cancellation
4.8 (1,572)
from
$41
Lisbon Small Group Sunset Sailing 2h Cruise with Open Bar

Lisbon, sailing the Tagus river, the discoveries and the history of one of the oldest cities in the world watching a fantastic sunset while drinking …More

Likely to Sell Out
Likely to Sell Out
Lisbon, Portugal
5.0 (104)

Lisbon Small Group Sunset Sailing 2h Cruise with Open Bar

Lisbon, sailing the Tagus river, the discoveries and the history of one of the oldest cities in the world watching a fantastic sunset while drinking...

2 hours • Free Cancellation
5.0 (104)
from
$79
Port : Charm Cruise 7 Bridges with Port, Sunset option

Experience the charm of Porto from the waters of the Douro, with an unforgettable cruise during the day or at sunset. Embark elegantly and shared …More

Likely to Sell Out
Likely to Sell Out
Porto, Portugal
5.0 (195)

Port : Charm Cruise 7 Bridges with Port, Sunset option

Experience the charm of Porto from the waters of the Douro, with an unforgettable cruise during the day or at sunset. Embark elegantly and shared...

2 hours • Free Cancellation
5.0 (195)
from
$47
Porto: Douro River Group Boat Tour

Climb aboard a Sailing Yacht for a scenic cruise in Porto. Begin the adventure at Douro Marina and set out to see Ribeira, Cais de …More

Porto, Portugal
5.0 (279)

Porto: Douro River Group Boat Tour

Climb aboard a Sailing Yacht for a scenic cruise in Porto. Begin the adventure at Douro Marina and set out to see Ribeira, Cais de...

1 hour 30 minutes • Free Cancellation
5.0 (279)
from
$45
Golden Coast Sailing Tour for 3.5 hours in Ponta da Piedade Lagos

Set sail from Marina de Lagos for an unforgettable journey along the stunning coastline of Costa d’Oiro and the famous rock formations at Ponta da …More

Lagos, Portugal
4.9 (28)

Golden Coast Sailing Tour for 3.5 hours in Ponta da Piedade Lagos

Set sail from Marina de Lagos for an unforgettable journey along the stunning coastline of Costa d’Oiro and the famous rock formations at Ponta da...

3 hours 30 minutes • Free Cancellation
4.9 (28)
from
$46
3 Hour Boat Trip to Ponta da Piedade

With this trip, you have the opportunity to spend the morning or afternoon in a brand new modern sailing yacht, with a drink in your …More

Lagos, Portugal
4.8 (37)

3 Hour Boat Trip to Ponta da Piedade

With this trip, you have the opportunity to spend the morning or afternoon in a brand new modern sailing yacht, with a drink in your...

3 hours • Free Cancellation
4.8 (37)
from
$80
Romantic Sunset Sailing Experience in Lisbon

Celebrate love with a two-hour sunset sailing in Lisbon. A truly romantic experience designed for couples looking for an unforgettable moment on the Tagus River. …More

Likely to Sell Out
Likely to Sell Out
Lisbon, Portugal
5.0 (38)

Romantic Sunset Sailing Experience in Lisbon

Celebrate love with a two-hour sunset sailing in Lisbon. A truly romantic experience designed for couples looking for an unforgettable moment on the Tagus River....

2 hours • Free Cancellation
5.0 (38)
from
$41
Cascais Private Sailing 2h Cruise with a drink

During the 2-Hours Sailing Cruise in Cascais with drinks, you will Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat. …More

Cascais, Portugal
5.0 (49)

Cascais Private Sailing 2h Cruise with a drink

During the 2-Hours Sailing Cruise in Cascais with drinks, you will Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat....

2 hours • Free Cancellation
5.0 (49)
from
$521
Porto: Douro Small Group Boat Cruise with Port Wine and Snacks

Discover Porto from the water on a relaxed small-group cruise along the Douro River. Leave the crowded tourist boats behind and enjoy a more personal …More

Likely to Sell Out
Likely to Sell Out
Porto, Portugal
4.9 (828)

Porto: Douro Small Group Boat Cruise with Port Wine and Snacks

Discover Porto from the water on a relaxed small-group cruise along the Douro River. Leave the crowded tourist boats behind and enjoy a more personal...

2 hours • Free Cancellation
4.9 (828)
from
$41
Madeira Private Sunset Boat Tour from Funchal

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 …More

5.0 (93)

Madeira Private Sunset Boat Tour from Funchal

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...

2 hours 30 minutes • Free Cancellation
5.0 (93)
from
$359
Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

The BEST way to visit Lisbon is ByBoat. Classified as one of the top attractions in Lisbon, a 2h Sailing Cruise over Lisbon, where you …More

Lisbon, Portugal
5.0 (613)

Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

The BEST way to visit Lisbon is ByBoat. Classified as one of the top attractions in Lisbon, a 2h Sailing Cruise over Lisbon, where you...

2 hours • Free Cancellation
5.0 (613)
from
$52
Lisbon Sunset Sailing with Portuguese Wine and History

Sharing what I'm passionate about sailing while showing the most beautiful sites of the city. This is what makes me do this job everyday. I …More

Lisbon, Portugal
5.0 (814)

Lisbon Sunset Sailing with Portuguese Wine and History

Sharing what I'm passionate about sailing while showing the most beautiful sites of the city. This is what makes me do this job everyday. I...

2 hours • Free Cancellation
5.0 (814)
from
$52
Porto: Private Douro River Sailing Cruise with Port Wine

Todos os programas nos veleiro de charme do Douro Captain são cuidadosamente preparados. A experiencia do wine tasting a bordo connosco propõe usufruir de sabores …More

Likely to Sell Out
Likely to Sell Out
Porto, Portugal
5.0 (220)

Porto: Private Douro River Sailing Cruise with Port Wine

Todos os programas nos veleiro de charme do Douro Captain são cuidadosamente preparados. A experiencia do wine tasting a bordo connosco propõe usufruir de sabores...

2 hours • Free Cancellation
5.0 (220)
from
$336
Half-Day Sailing Tour in Baia de Lagos with Lunch

On this 4-hour tour we sail along the coast of Lagos to Ponta da Piedade, where we anchor. During anchoring we serve the meal on …More

Likely to Sell Out
Likely to Sell Out
Lagos, Portugal
4.9 (254)

Half-Day Sailing Tour in Baia de Lagos with Lunch

On this 4-hour tour we sail along the coast of Lagos to Ponta da Piedade, where we anchor. During anchoring we serve the meal on...

4 hours • Free Cancellation
4.9 (254)
from
$72

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Great fun
New York City
2 Hour Lisbon Sunset and Wine Sailing Tour
JoAnne_M, Sep 2026
Great fun
The was a fantastic trip! The crew, sailboat and scenery were outstanding. My favorite Lisbon excursion.
Read more
Excellent Experience
New York City
2 Hour Lisbon Sunset and Wine Sailing Tour
Frank_S, Sep 2026
Excellent Experience
Excellent experience, beautiful views, very enjoyable. Would definitely recommend. Sunset was amazing.
Read more
A definite do!
New York City
Porto: Douro Small Group Boat Cruise with Port Wine and Snacks
Tabby_K, Sep 2026
A definite do!
Great tour that was laid back, informative and perfect at sunset. Would really recommend. Thank you.
Read more
A must in Lisbon!
New York City
Lisbon Sunset Sailing with Portuguese Wine and History
N2025GEzachm, Sep 2026
A must in Lisbon!
I went during my solo trip throughout Portugal and this was definitely a highlight. It was so easy to locate, got treated like a king with endless wine and snacks, all while be educated about the history of Lisbon and Portugal. I’m from Chicago and it so vividly reminded me of the great architecture tours with the wonderful guides showing us around.
Read more
Outstanding Good Time
New York City
Lisbon Sunset Sailing with Portuguese Wine and History
Stan_B, Sep 2026
Outstanding Good Time
This is a relaxing, enjoyable and scenic time. Hosts are great, personable and knowledgeable. Better experience than I imagined.
Read more
Enchanting Sunset Sail
New York City
Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks
Patrick_M, Sep 2026
Enchanting Sunset Sail
We had an enchanting and relaxing sunset cruise with Captain Paulo! The views and the sunset were incredible, but we also learned a lot about the sights alongside the Tagus River and the history of boating in Lisbon. The servings of wine were generous as well. We would definitely book this experience again!
Read more
Beautiful views,...
New York City
Lisbon Sunset Sailing Tour with White or Rosé Wine and Snacks
Colleen_L, Sep 2026
Beautiful views,...
Beautiful views, plentiful wine, lovely conversation, and an overall great time on the water! Would recommend this cruise to others.
Read more
Excellent river Douro cruise
New York City
Porto: Douro River Cruise in a small Group With Port Wine
Bharat_G, Sep 2026
Excellent river Douro cruise
Excellent river cruise, great staff, and good value. Going to the edge of the Atlantic ocean was a complete surprise. Thoroughly recommend it.
Read more
Lisbon Sailing
New York City
Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks
F1890UDkent, Sep 2026
Lisbon Sailing
Really enjoyed the crew and great information!! 5 stars!!
Read more
Porto Boat trip
New York City
Porto: Douro Small Group Boat Cruise with Port Wine and Snacks
Jane_F, Sep 2026
Porto Boat trip
We had a fab private trip on a very comfortable boat. Our hosts Thomas and Ricardo ensured a very enjoyable trip which we would highly recommend
Read more
Great experience on the porto douro river cruise.
New York City
Porto: Douro River Cruise in a small Group With Port Wine
R6048LNjanetk, Sep 2026
Great experience on the porto douro river cruise.
We had a group of 6 people and we all enjoyed our 2 hour 12 bridges cruise with BBDouro. They staff were very friendly and informative and the whole experience was great and of course the good weather helped. Would definitely recommend this company and this river cruise. Its definitely the best way to see porto from the river. Thanks for a lovely experience.
Read more
You must book this experience!!
New York City
Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks
Colleen_L, Sep 2026
You must book this experience!!
Such a highlight of our trip to Lisbon. The guide gave us such wonderful information on the sights we experienced during the journey. The actual sunset was magnificent!!
Read more
So much fun! Great...
New York City
Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink
Dawn_R, Sep 2026
So much fun! Great...
So much fun! Great guides, fun and the boat was beautiful. Luis and Vanda gave us interesting information about Lisbon’s history and positioned the boat for an amazing sunset view. Have already told friends a “can’t miss” experience.
Read more
Nice tot do
New York City
2-Hour Lisbon Traditional Boats Sunset Cruise with White Wine
894mattijsv, Sep 2026
Nice tot do
Nice and interesting tour tot do. Our guide Elisa was great.
Read more
Beni and Alex were the...
New York City
Lisbon Small Group 2h Sunset Sailing- Live Commentary & a Drink
Meaghan_K, Sep 2026
Beni and Alex were the...
Beni and Alex were the best!!! They were welcoming, friendly and shared a lot of interesting history about Lisbon. The sunset cruise was beautiful and calm on the water. If I had more time, I would have gone back a second time for a daytime cruise too.
Read more
Excellent experience
New York City
Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks
B1447WUleef, Sep 2026
Excellent experience
The trip left on time. The guide was knowledgeable and the sail was excellent. Would highly recommend
Read more
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