Top Portugal Sailing Trips

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Portugal Adventures

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Private Fireworks NYE VIP Catamaran Experience in Lisbon
Special Offer
Special Offer
Lisbon, Portugal

Private Fireworks NYE VIP Catamaran Experience in Lisbon

Without any doubt an extravagant way to spend New Year's Eve... If you really want to watch the unique fireworks show, come with us! Most...

2 hours
2 hours
2 hours
$4,348.77
$4,347.77
Luxury Yacht 4 hours in Madeira
Special Offer
Special Offer
Funchal, Portugal
5.0 (1)

Luxury Yacht 4 hours in Madeira

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...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$3,439.28
$3,438.28
Sea Caves Snorkeling Expedition on a Private Boat
Likely to Sell Out
Likely to Sell Out
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
4 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (1)
$2,157.80
$2,156.80
Private Sailing w/ Premium Wine Tasting Tour in Lisbon
Special Offer
Special Offer
Lisbon, Portugal
5.0 (2)

Private Sailing w/ Premium Wine Tasting Tour in Lisbon

A fantastic experience in tune with nature and the sea, searching the value of Lisbon's history combined with fantastic flavours of Portuguese wines and sparkling...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (2)
$1,631.76
$1,630.76
Full day boat trip in Algarve - Lagos - Catamaran Cruise
Special Offer
Special Offer
Lagos, Portugal
5.0 (4)

Full day boat trip in Algarve - Lagos - Catamaran Cruise

Explore the amazing João D´Arens and Ponta da Piedade caves with the free SUP boards available and have a day of fun with your friends...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (4)
$1,609.60
$1,608.60
Private Yacht Hire in The Algarve - Majestic
Special Offer
Special Offer
Vilamoura, Portugal
4.8 (20)

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
3 to 7 hours
3 to 7 hours
4.8 (20)
$1,398.65
$1,397.65
Private 7Hour Guided Sailboat Yacht Cruise Tour in Algarve
Special Offer
Special Offer
Portimao, Portugal

Private 7Hour Guided Sailboat Yacht Cruise Tour in Algarve

7h - Full day Luxury Sail-Yacht cruise + Anchored Chill Out with 2 stops: First stop Benagil; Second stop Joao d’Arens(Millionaires Bay) /Alvor; Trip can...

7 hours • Free Cancellation
7 hours • Free Cancellation
7 hours • Free Cancellation
$1,255.49
$1,254.49
Private Boat Tour in Lagos
Special Offer
Special Offer
Lagos, Portugal

Private Boat Tour in Lagos

Set sail in style with Freya, a luxurious Fountaine Pajot 47 catamaran, perfect for unforgettable charter experiences around Lagos. Newly refitted in 2025, this 14-meter...

3 hours
3 hours
3 hours
$1,223.82
$1,222.82
Luxury Catamaran Tour in Algarve - Lagos
Special Offer
Special Offer
Lagos, Portugal
5.0 (5)

Luxury Catamaran Tour in Algarve - Lagos

Experience an exclusive three-hour private catamaran cruise in Lagos that offers luxury and comfort. The cruise begins at 10:30 AM and lasts until 1:30 PM...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (5)
$1,124.88
$1,123.88
Private Catamaran Trips in Madeira Island
Special Offer
Special Offer

Private Catamaran Trips in Madeira Island

Sailing Sensation - Unique Catamaran Experiences Around Madeira & Porto Santo At Sailing Sensation, we specialize in creating personalized and unforgettable catamaran tours around the...

3 to 24 hours • Free Cancellation
3 to 24 hours • Free Cancellation
3 to 24 hours • Free Cancellation
$1,119.72
$1,118.72
Fall in love in Lisbon!
Likely to Sell Out
Likely to Sell Out
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
2 hours 30 minutes
2 hours 30 minutes
5.0 (1)
$1,118.92
$1,117.92
Private Sailing w/ Wine's in Lisbon
Special Offer
Special Offer
Lisbon, Portugal
5.0 (2)

Private Sailing w/ Wine's in Lisbon

A fantastic experience in tune with Nature and the Sea, searching the value of Lisbon's History combined with fantastic flavors of Portuguese Wines and Sparkling...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (2)
$1,107.26
$1,106.26
Full Day Private Sailing Cruise
Special Offer
Special Offer

Full Day Private Sailing Cruise

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...

7 hours • Free Cancellation
7 hours • Free Cancellation
7 hours • Free Cancellation
$1,049.74
$1,048.74
Luxury Private Douro Cruise in Porto +Tastings, Offer Wine Bottle
Special Offer
Special Offer
Porto, Portugal

Luxury Private Douro Cruise in Porto +Tastings, Offer Wine Bottle

Set sail on a 2-hour private journey aboard a luxury yacht and experience Porto like never before. This all-inclusive tour includes private pick-up and drop-off,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
$1,043.91
$1,042.91
Lagos - Set Sail for a Full-Day Yacht Cruise Adventure!
Likely to Sell Out
Likely to Sell Out
Lagos, Portugal

Lagos - Set Sail for a Full-Day Yacht Cruise Adventure!

Ready for the most epic full day sail-yacht cruise along the stunning Algarve coastline? We set sail from the Marina of Lagos, where our friendly...

7 hours • Free Cancellation
7 hours • Free Cancellation
7 hours • Free Cancellation
$944.09
$943.09
Private Sailboat Cruise with Barbecue and Drinks
Likely to Sell Out
Likely to Sell Out
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 hours • Free Cancellation
4 hours • Free Cancellation
4.5 (4)
$932.43
$931.43
Private Catamaran Boat Tour - Ria Formosa
Likely to Sell Out
Likely to Sell Out
Faro, Portugal
4.9 (20)

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
3 to 7 hours
3 to 7 hours
4.9 (20)
$920.78
$919.78
Half Day Private Catamaran Boat Tour - Ria Formosa
Special Offer
Special Offer
Faro, Portugal
4.9 (11)

Half Day 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 hours 30 minutes
3 hours 30 minutes
3 hours 30 minutes
4.9 (11)
$920.78
$919.78
Half Day Sailing Experience in Madeira´s South Coast
Special Offer
Special Offer
5.0 (7)

Half Day Sailing Experience in Madeira´s South Coast

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....

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (7)
$816.10
$815.10
Cascais Private Sailing Yacht Cruise
Special Offer
Special Offer
Cascais, Portugal
5.0 (2)

Cascais Private Sailing Yacht Cruise

Set sail on a luxurious Dufour 460 Grand Large and explore the breathtaking coastline of Cascais on an unforgettable sailing experience. Departing from the charming...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (2)
$753.79
$752.79

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