Top Portugal Sailing Trips

Q: What are the best options for Portugal Sailing Trips?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Portugal Sailing Trips are: Half-Day boat experience - Comporta - Troia - Setubal Port : Private Boat Tour for Two 2h Tasting Included Lisbon Boat Party with Views, and Sunset Sailing Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira Lisbon by Night Sailing Tour with White or Rosé Wine & Light Snacks

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Portugal Sailing Trips are: Lisbon Traditional Boats - Express Cruise - 45min Morning Sailing Tour in Tagus River from Lisbon 2 Hours Sailing Tour in Lisbon Lisbon 2H Sailing Boat Tour and Cruise With Drinks Porto: Douro River Cruise in a small Group With Port Wine View all kid-friendly Tours →

Q: Which Portugal Sailing Trips have Instant Confirmation?

Portugal Sailing Trips with Instant Confirmation include: Lisbon Traditional Boats - Express Cruise - 45min Discover Porto, Elegant Yatch Cruise with Port Wine paring Morning Sailing Tour in Tagus River from Lisbon Private Porto Half-Day Tour with Optional Shared Sailing Sailboat Tour in Lisbon with drinks included | Morning and Sunset 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 Half-Day Tour with Optional Shared Sailing Private Porto City Tour & Optional Shared Sail with Wine Tasting 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 →

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

Enjoy an exclusive sunset cruise for your group of up to 8 people aboard the "PARATY," a 12-meter sailboat. Sail along the Tagus River while …More

Lisbon, Portugal

5.0 (4)

Private Group Sailing Tour

Enjoy an exclusive sunset cruise for your group of up to 8 people aboard the "PARATY," a 12-meter sailboat. Sail along the Tagus River while...

2 to 3 hours Free Cancellation

5.0 (4)

from
$397

Private Golden Hour Boat Tour - Best Exclusive Sunset Sailing

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 (14)

Private Golden Hour Boat Tour - Best Exclusive Sunset Sailing

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 (14)

from
$402

Porto: Private Classic Boat on the River Douro

Exclusive tours of the 6 Bridges on board a Classic Sailboat, passing through the Historic area of Ribeira and ending at the Foz do Rio …More

Porto, Portugal

5.0 (27)

Porto: Private Classic Boat on the River Douro

Exclusive tours of the 6 Bridges on board a Classic Sailboat, passing through the Historic area of Ribeira and ending at the Foz do Rio...

2 hours Free Cancellation

5.0 (27)

from
$402

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

Cascais Romantic Luxury Private 2h Cruise with sparkling wine

Celebrate Love on a Luxury Yacht Imagine you and your better half sailing into the sunset, under a magnificent blue sky — just the two …More

Cascais, Portugal

5.0 (8)

Cascais Romantic Luxury Private 2h Cruise with sparkling wine

Celebrate Love on a Luxury Yacht Imagine you and your better half sailing into the sunset, under a magnificent blue sky — just the two...

2 hours Free Cancellation

5.0 (8)

from
$426

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 (9)

Madeira Private 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...

3 hours Free Cancellation

5.0 (9)

from
$448

Half-Day boat experience - Comporta - Troia - Setubal

This is a unique opportunity to visit one of the Europe secrets. The beautiful and small caves in Serra da Arrabida, the small beaches only …More

Setubal District, Portugal

4.9 (16)

Half-Day boat experience - Comporta - Troia - Setubal

This is a unique opportunity to visit one of the Europe secrets. The beautiful and small caves in Serra da Arrabida, the small beaches only...

3 hours Free Cancellation

4.9 (16)

from
$454

Private Beach Tour on a Luxury Sailing Boat in Lisbon

In summer there is a lot of traffic to get to the beaches and when we get there they are full of people! This is …More

Lisbon, Portugal

5.0 (4)

Private Beach Tour on a Luxury Sailing Boat in Lisbon

In summer there is a lot of traffic to get to the beaches and when we get there they are full of people! This is...

4 hours Free Cancellation

5.0 (4)

from
$482

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
$511

Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira

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. …More

5.0 (11)

Sunrise, Sunset & Moonlight private Sailing Cruises in Madeira

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....

3 hours Free Cancellation

5.0 (11)

from
$514

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 (52)

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 (52)

from
$515

4h Private Boat Tour - Sailing, Swimming and Sunbathing

Looking for an exclusive experience on the Tagus River? Our private tours on a sailboat offer the perfect opportunity to escape the crowds and soak …More

Lisbon, Portugal

5.0 (42)

4h Private Boat Tour - Sailing, Swimming and Sunbathing

Looking for an exclusive experience on the Tagus River? Our private tours on a sailboat offer the perfect opportunity to escape the crowds and soak...

4 hours Free Cancellation

5.0 (42)

from
$517

• Surprise your beloved with an unforgettable moment. • Toast in an intimate and unique atmosphere, filled with glamour! • Indulge yourself in the warm …More

Lisbon, Portugal

5.0 (1)

Fall in love in Lisbon!

• Surprise your beloved with an unforgettable moment. • Toast in an intimate and unique atmosphere, filled with glamour! • Indulge yourself in the warm...

2 hours 30 minutes

5.0 (1)

from
$520

Lisbon Wine Tasting with Sommelier on a Private Sailboat

Portuguese wine tasting with a sommelier sets the tone for a private sailboat cruise along Lisbon’s Tagus River. Sample Portuguese wines with Portuguese delicacies while …More

Lisbon, Portugal

5.0 (8)

Lisbon Wine Tasting with Sommelier on a Private Sailboat

Portuguese wine tasting with a sommelier sets the tone for a private sailboat cruise along Lisbon’s Tagus River. Sample Portuguese wines with Portuguese delicacies while...

2 hours Free Cancellation

5.0 (8)

from
$536

A private motor yacht boat trip at Ria Formosa is a luxurious and exclusive way to explore the breathtaking natural beauty of the Algarve region. …More

Faro, Portugal

4.7 (10)

Private Motor Yacht Tour - Ria Formosa

A private motor yacht boat trip at Ria Formosa is a luxurious and exclusive way to explore the breathtaking natural beauty of the Algarve region....

3 to 7 hours Free Cancellation

4.7 (10)

from
$559

4 Hours Private Swimming/Sailing Tour on Sailboat in Lisbon Beach

Our boat takes a maximum of 8 guests per tour, which makes it a very cozy and premium experience. (June-August): 11AM - 3PM Enjoy a …More

Lisbon, Portugal

5.0 (4)

4 Hours Private Swimming/Sailing Tour on Sailboat in Lisbon Beach

Our boat takes a maximum of 8 guests per tour, which makes it a very cozy and premium experience. (June-August): 11AM - 3PM Enjoy a...

4 hours Free Cancellation

5.0 (4)

from
$571

Cascais Private Luxury Sunset 2h Cruise with a drink

Enjoy an exclusive 2-hour private sunset cruise along the magnificent coast of Cascais, aboard a fully crewed luxury yacht. Designed for those who appreciate elegance, …More

Cascais, Portugal

5.0 (35)

Cascais Private Luxury Sunset 2h Cruise with a drink

Enjoy an exclusive 2-hour private sunset cruise along the magnificent coast of Cascais, aboard a fully crewed luxury yacht. Designed for those who appreciate elegance,...

2 hours Free Cancellation

5.0 (35)

from
$600