Boat holidays in Portugal

Choose from 36 experiences

1,715€

cabin

Sail from Lisbon to Azores on a Tall Ship

Port of departure: Lisboa, Portugal

15 reviews

Next departure: 11 jul 2026

1,715€
1,120€

cabin

Sail Lisbon to Funchal on a Tall Ship

Port of departure: Lisboa, Portugal

15 reviews

Next departure: 5 november

1,120€
1,715€

cabin

Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira

Port of departure: Ilha Terceira

15 reviews

Next departure: 23 jul 2026 · 2 dates available

1,715€
1,225€

cabin

Sail through the Azores from Sao Miguel to Terceira on a Tall Ship

Port of departure: Ponta Delgada, Portugal

15 reviews

Next departure: 18 jul 2026

1,225€
800€

cabin

Sailing on the Algarve Coast on a Tall Ship

Port of departure: Portimão, Portugal

15 reviews

Next departure: 13 october

800€
1,280€

cabin

Sail on an authentic Tall Ship! From the Azores to Lisbon

Port of departure: Azores, Portugal

15 reviews

Next departure: 18 sep 2026

1,280€
640€

cabin

Sail from Lisbon to A Coruña on a Tall Ship

Port of departure: Lisboa, Portugal

15 reviews

Next departure: 21 apr 2026

640€
1,470€

cabin

Sail through the Azores on a Tall Ship from Terceira to São Miguel

Port of departure: Ilha Terceira

15 reviews

Next departure: 28 aug 2026

1,470€
800€

cabin

Sail from Lisbon to Malaga on a Tall Ship

Port of departure:

15 reviews

Next departure: 28 feb 2026

800€
650€

per spot

Christmas holiday & training cruise on Madeira

Port of departure: Madeira, Portugal

4 reviews

Next departure: 13 december · 1 dates available

650€
900€

cabin

Sail through the Azores: Terceira - Pico - Sao Miguel on a Tall Ship

Port of departure: Angra do Heroísmo, Portugal

15 reviews

Next departure: 13 sep 2026

900€
800€

cabin

Sail Funchal - Porto Santo - Ilhas Desertas - Funchal

Port of departure: Funchal, Portugal

15 reviews

Next departure: 12 november

800€

Show more experiences

Next boat holidays in Portugal

Experience	Start	Plazas		Price
Sailing on the Algarve Coast on a Tall Ship	From 13 Oct to 18 Oct 13 Oct 6 days	39	More information	Reserve for 800€ More information
Sail Lisbon to Funchal on a Tall Ship	From 5 Nov to 11 Nov 5 Nov 7 days	44	More information	Reserve for 1,120€ More information
Sail Funchal - Porto Santo - Ilhas Desertas - Funchal	From 12 Nov to 17 Nov 12 Nov 6 days	44	More information	Reserve for 800€ More information
Sail Tenerife - Selvagens - Funchal - Tenerife on a Tall Ship	From 29 Nov to 6 Dec 29 Nov 8 days	44	More information	Reserve for 1,120€ More information
Deep sea cruise from Lanzarote to Madeira	From 29 Nov to 13 Dec 29 Nov 15 days	5	More information	Reserve for 950€ More information
Christmas holiday & training cruise on Madeira	From 13 Dec to 20 Dec 13 Dec 8 days	5	More information	Reserve for 650€ More information
Christmas holiday & training cruise on Madeira	From 20 Dec to 27 Dec 20 Dec 8 days	5	More information	Reserve for 650€ More information
Sail through the Azores at Christmas aboard a Tall Ship	From 23 Dec to 28 Dec 23 Dec 6 days	44	More information	Reserve for 1,150€ More information
Sail through the Azores at Christmas aboard a Tall Ship	From 28 Dec to 2 Jan 28 Dec 6 days	44	More information	Reserve for 1,450€ More information
Sail from Lisbon to Malaga on a Tall Ship	From 28 Feb to 5 Mar (2026) 28 Feb 6 days	44	More information	Reserve for 800€ More information
Sail from Castellon to Lisbon on a Tall Ship	From 13 Apr to 19 Apr (2026) 13 Apr 7 days	44	More information	Reserve for 960€ More information
Sail from Lisbon to A Coruña on a Tall Ship	From 21 Apr to 25 Apr (2026) 21 Apr 5 days	44	More information	Reserve for 640€ More information
Sail from Lisbon to Azores on a Tall Ship	From 11 Jul to 18 Jul (2026) 11 Jul 8 days	44	More information	Reserve for 1,715€ More information
Sail through the Azores from Sao Miguel to Terceira on a Tall Ship	From 18 Jul to 23 Jul (2026) 18 Jul 6 days	44	More information	Reserve for 1,225€ More information
Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira	From 23 Jul to 30 Jul (2026) 23 Jul 8 days	44	More information	Reserve for 1,715€ More information
Sail through the Azores: Terceira - Sao Jorge - Pico - Terceira on a Tall Ship	From 30 Jul to 4 Aug (2026) 30 Jul 6 days	44	More information	Reserve for 1,225€ More information
Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira	From 4 Aug to 11 Aug (2026) 4 Aug 8 days	44	More information	Reserve for 1,715€ More information
Sail through the Azores on a Tall Ship: Terceira - Graciosa - Faial - Terceira	From 11 Aug to 16 Aug (2026) 11 Aug 6 days	44	More information	Reserve for 1,225€ More information
Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira	From 16 Aug to 23 Aug (2026) 16 Aug 8 days	44	More information	Reserve for 1,715€ More information
Sail through the Azores: Terceira - Sao Jorge - Pico - Terceira on a Tall Ship	From 23 Aug to 28 Aug (2026) 23 Aug 6 days	44	More information	Reserve for 1,225€ More information
Sail through the Azores on a Tall Ship from Terceira to São Miguel	From 28 Aug to 3 Sep (2026) 28 Aug 7 days	44	More information	Reserve for 1,470€ More information
Sail through the Azores: Terceira - Pico - Sao Miguel on a Tall Ship	From 13 Sep to 18 Sep (2026) 13 Sep 6 days	44	More information	Reserve for 900€ More information
Sail on an authentic Tall Ship! From the Azores to Lisbon	From 18 Sep to 26 Sep (2026) 18 Sep 9 days	38	More information	Reserve for 1,280€ More information

Show all dates

User reviews about Boat holidays in Portugal

4.92/5

Average grade

Valuations

Angel June of 2023

One week cruise to Lisbon from Isla Cristina

Experienced skipper who enjoys teaching his knowledge to budding sailors and a true desire to learn. Additional plus: his extensive cultural background, his travels around the world and his knowledge of mechanics or electronics; their conversation, easy and pleasant, make the voyage flow to the rhythm of the waves.

Maria J August of 2024

Sailing adventure through the Azores Islands: Navigation and nature in the Atlantic

excellent
I repeat every short, medium, or long trip that they undertake and that takes place
Sincerely yours and THANK YOU

Antonio July of 2023

Sail through the Azores on a Tall Ship: Terceira - Flores - Corvo - Terceira

The best experience lived on a sailboat and more in the spectacular Azores

Aleksandr August of 2024

Sail through the Azores from Sao Miguel to Terceira on a Tall Ship

Great ship with fresh repair, friendly crew and well thought out route (Sao Miguel - Faial - Terceira)! It was a super experience!

eduardo July of 2023

Sail from Lisbon to Azores on a Tall Ship

All very positive. Especially the crew and cleanliness

Isabel June of 2024

Discover the Azores Islands sailing from Sao Miguel to the Central Islands

Great combination of sailing and discovering what some of the Azores islands have to offer in a very relaxed way. Carlos and Aroa are the perfect hosts, eager to share their home and their passion for the sea and the planet at all times. I enjoyed every single minute, and look forward to their next sailing proposals.

See more opinions