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 →

Get a unique angle on Lisbon by seeing the city from the water on this 2-hour private cruise. Toast Lisbon's famed light and set sail …More

Lisbon, Portugal

5.0 (1)

Two-Hour Private Sailing Trip in Lisbon

Get a unique angle on Lisbon by seeing the city from the water on this 2-hour private cruise. Toast Lisbon's famed light and set sail...

2 hours Free Cancellation

5.0 (1)

from
$390

Sea Caves Snorkeling Expedition on a Private Boat

This tour combines two of the Algarve’s highlights. Visit the sea caves and go snorkeling in places only accessible by boat! Discover the hidden underwater …More

Lagos, Portugal

5.0 (1)

Sea Caves Snorkeling Expedition on a Private Boat

This tour combines two of the Algarve’s highlights. Visit the sea caves and go snorkeling in places only accessible by boat! Discover the hidden underwater...

4 hours 30 minutes Free Cancellation

5.0 (1)

from
$2,111

Guided boat tour with wine and sunset option.

Porto Boat tour with an excellent tour guide, includes Port wine tasting and delicious appetizers. Our boat tours of 1 hour and 30 minutes, the …More

Porto, Portugal

5.0 (1)

Guided boat tour with wine and sunset option.

Porto Boat tour with an excellent tour guide, includes Port wine tasting and delicious appetizers. Our boat tours of 1 hour and 30 minutes, the...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$273

• 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
$516

Half Day Luxury Sail in Benagil and Carvoeiro Portugal

Embark on a 3.5-hour adventure aboard an elegant sailing boat along the Algarve coast. Departing from the Marina of Portimão, a friendly and professional crew …More

Portimao, Portugal

5.0 (1)

Half Day Luxury Sail in Benagil and Carvoeiro Portugal

Embark on a 3.5-hour adventure aboard an elegant sailing boat along the Algarve coast. Departing from the Marina of Portimão, a friendly and professional crew...

3 hours 30 minutes Free Cancellation

5.0 (1)

from
$65

Beach Cruise - "This summer enjoy the Beach, on our Boat!"

After meeting your friendly crew, set sail towards the sea and we lay anchor in the nearest beach - Upriver to Seixal Bay or nearest; …More

Lisbon, Portugal

5.0 (1)

Beach Cruise - "This summer enjoy the Beach, on our Boat!"

After meeting your friendly crew, set sail towards the sea and we lay anchor in the nearest beach - Upriver to Seixal Bay or nearest;...

4 hours Free Cancellation

5.0 (1)

from
$66

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 (597)

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 (597)

from
$31

- Search for dolphins, whales and turtles in their natural habitat - Take in panoramic views of the island from the sea - Explore the …More

Funchal, Portugal

4.6 (374)

Seaborn Catamaran trips

- Search for dolphins, whales and turtles in their natural habitat - Take in panoramic views of the island from the sea - Explore the...

3 hours Free Cancellation

4.6 (374)

from
$40

Time Travel on Columbus Replica Flag Ship in Madeira

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 …More

4.5 (198)

Time Travel on Columbus Replica Flag Ship in Madeira

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...

3 hours Free Cancellation

4.5 (198)

from
$51

Cruise 3, Benagil - Afternoon - Caves 14:30H - 17:00H

Join this tour on a masted sailing vessel to show you the most beautiful coastline of the Algarve and its caves. The trip starts in …More

Portimao, Portugal

4.6 (66)

Cruise 3, Benagil - Afternoon - Caves 14:30H - 17:00H

Join this tour on a masted sailing vessel to show you the most beautiful coastline of the Algarve and its caves. The trip starts in...

2 hours 30 minutes Free Cancellation

4.6 (66)

from
$40

Cruise 2, Benagil - Morning - Caves 11:30H - 14:00H

Join this trip on a masted sailing vessel, showing you the most beautiful coastline of the Algarve and its caves. The sea at morning has …More

Portimao, Portugal

4.7 (49)

Cruise 2, Benagil - Morning - Caves 11:30H - 14:00H

Join this trip on a masted sailing vessel, showing you the most beautiful coastline of the Algarve and its caves. The sea at morning has...

2 hours 30 minutes Free Cancellation

4.7 (49)

from
$40

Lisbon Boat Party with Views, and Sunset Sailing

Looking for a unique evening in Lisbon? Look no further than our fun-packed sunset boat party! Enjoy all-night live DJ music, incredible sunset views of …More

Lisbon, Portugal

4.7 (31)

Lisbon Boat Party with Views, and Sunset Sailing

Looking for a unique evening in Lisbon? Look no further than our fun-packed sunset boat party! Enjoy all-night live DJ music, incredible sunset views of...

4 hours Free Cancellation

4.7 (31)

from
$46

Lisbon Night Sailing Tour with a Drink- 2h Small Group Tour

Sailing in Lisbon under the stars is a beautiful and peaceful experience. The Tagus river and the charisma of all the history of one of …More

Lisbon, Portugal

4.6 (22)

Lisbon Night Sailing Tour with a Drink- 2h Small Group Tour

Sailing in Lisbon under the stars is a beautiful and peaceful experience. The Tagus river and the charisma of all the history of one of...

2 hours Free Cancellation

4.6 (22)

from
$62

Lisbon Sailing with Wine and History – Small Group (max 10)

Led by our passionate skippers, who share real stories and cultural insight — this is not just a cruise, it’s a historical experience on the …More

Lisbon, Portugal

4.7 (15)

Lisbon Sailing with Wine and History – Small Group (max 10)

Led by our passionate skippers, who share real stories and cultural insight — this is not just a cruise, it’s a historical experience on the...

2 hours Free Cancellation

4.7 (15)

from
$51

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

Discover Madeira’s stunning coastline on a full-day sailing tour aboard the classic Ventura do Mar. Sail towards Ponta de San Lorenzo and explore beautiful bays, …More

4.7 (7)

Madeira Bays Sailing Tour

Discover Madeira’s stunning coastline on a full-day sailing tour aboard the classic Ventura do Mar. Sail towards Ponta de San Lorenzo and explore beautiful bays,...

7 hours 30 minutes Free Cancellation

4.7 (7)

from
$97

Lisbon by Night Sailing Tour with White or Rosé Wine & Light Snacks

***Disclaimer*** The 21h00 starting time is merely indicative! The night tour starts 30 minutes after the sunset. You'll receive you correct starting time as soon …More

Lisbon, Portugal

4.4 (5)

Lisbon by Night Sailing Tour with White or Rosé Wine & Light Snacks

***Disclaimer*** The 21h00 starting time is merely indicative! The night tour starts 30 minutes after the sunset. You'll receive you correct starting time as soon...

2 hours Free Cancellation

4.4 (5)

from
$42

Private Sailboat Cruise with Barbecue and Drinks

4h Tour • Lisbon • Boat • Food and Drinks Swap sightseeing on land for a day on the water by going on a Lisbon …More

Lisbon, Portugal

4.5 (4)

Private Sailboat Cruise with Barbecue and Drinks

4h Tour • Lisbon • Boat • Food and Drinks Swap sightseeing on land for a day on the water by going on a Lisbon...

4 hours Free Cancellation

4.5 (4)

from
$913

Boat Tour with Port Tónico and Sunset Option

If you are a fan of the more traditional experiences whenever you visit a new city, the iconic Pôr-do-Sol river walk is a must. On …More

Porto, Portugal

4.7 (3)

Boat Tour with Port Tónico and Sunset Option

If you are a fan of the more traditional experiences whenever you visit a new city, the iconic Pôr-do-Sol river walk is a must. On...

2 hours Free Cancellation

4.7 (3)

from
$63

7 Hour Guided Sailboat Yacht Cruise Tour in Algarve

Embark on a 7-hour adventure aboard an elegant sailing boat along the Algarve coast. Departing from the Marina of Portimão, a friendly and professional crew …More

Portimao, Portugal

3.0 (1)

7 Hour Guided Sailboat Yacht Cruise Tour in Algarve

Embark on a 7-hour adventure aboard an elegant sailing boat along the Algarve coast. Departing from the Marina of Portimão, a friendly and professional crew...

7 hours Free Cancellation

3.0 (1)

from
$102