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Portugal Sail And Cruise
4
Sailing
30 Max Group Size
When do you want to go?
2026
I'm flexible
Passengers
Adults (18+)
Children (0 - 17)
The best ways to experience Portugal
Experience the best of Portugal through carefully planned itineraries.
From classic highlights to lesser-known corners, Sail And Cruise in Portugal bring together memorable sights and experiences in one organised trip. Compare guiding styles, pace and comfort levels, with inclusions and exclusions listed clearly for each itinerary. Whether you’re here for iconic landmarks, local culture or scenery, there are options to match your travel style. Explore different itineraries to find the route and rhythm that suits your time in Portugal.
Latest Offers, Money Saving Trips
Choose your guiding style
Portugal guiding styles: from fully guided to self-guided, find the right experience for you
Maximum support
Fully Guided
A dedicated guide or tour leader is with you throughout, with each detail arranged.
Escorted by a guide or tour leader
Smooth, hassle-free travel
Support throughout the journey
Best for:
Complete support
Guided highlights
Partially Guided
Expert-led sightseeing in key places, with free time to explore between activities.
Guided sightseeing at key sites
Free time between activities
A balance of structure and flexibility
Best for:
Highlights with flexibility
Flexible independence
Semi-Independent
Some guided sightseeing, with hotels and transport arranged for independent exploration.
Some guided sightseeing
Hotels and transport arranged
More independence on the road
Best for:
Structure with independence
Most independence
Self-Guided
Your stays and travel arrangements are organised, so you can explore independently.
Travel at your own pace
Accommodation and key logistics arranged
Freedom to explore your way
Best for:
Planned independent travel
Sailing: Adventure on the water
Find your perfect duration
Expertly planned itineraries help you make the most of every day.
Discover the highlights of Portugal
Frequently asked questions
What types of sail & cruise trips are available?
Sail & cruise options include sailing holidays on gulets and small ships, as well as expedition cruises on specialist vessels. Some focus on coastal island-hopping, while others are designed for remote regions with shore landings and wildlife viewing.
Are sail & cruise trips fully guided?
Guiding style varies by trip. Some sail & cruise journeys are fully guided with a dedicated leader or expedition team, while others are partially guided with included sightseeing in key places. There are also self-guided options with pre-arranged logistics.
What is the typical group size on sail & cruise holidays?
Group size depends on the boat and itinerary. Some sailings run on smaller vessels with limited cabins, while expedition cruises can have much larger passenger capacities. The specific group size is shown in the trip details.
What accommodation is used on sail & cruise trips?
Accommodation varies, including cabins on gulets, premium category ships, deluxe ships, and expedition cruise vessels. Some itineraries also include hotel nights before or after the cruise. Cabin categories and facilities differ by boat and departure.
Are meals included on sail & cruise itineraries?
Many sail & cruise trips include meals on board, often covering breakfasts and a selection of lunches and dinners. Inclusions vary by itinerary, and drinks are not always included, so it is worth checking what is stated for each trip.
Do sail & cruise trips include airport transfers?
Transfers vary by itinerary. Some trips include shared airport transfers at scheduled times, and expedition cruises may include group transfers linked to charter flights. Other sail & cruise holidays require independent arrival to the port or meeting point.
Are sail & cruise trips suitable for families?
Some sail & cruise itineraries are designed with families in mind, while others have age requirements, including trips aimed at specific age ranges. Checking the minimum age and any age limits is important before booking.
What is the pace like on a sail & cruise holiday?
Pace varies. Coastal sailings often feel relaxed, with time for swimming, sunbathing and short visits ashore. Expedition cruises can have more structured days with landings and onboard briefings. The pace is outlined in each itinerary’s details.
Will there be opportunities to swim and snorkel?
Many coastal sail & cruise trips include opportunities to swim and snorkel, particularly on gulet and island-hopping itineraries. Inclusion of equipment varies, and some trips list onboard gear use, while others may require bringing personal items.
Who operates sail & cruise trips sold by On The Go Tours?
Sail & cruise trips are operated by trusted local partners and specialist crews, depending on the itinerary. Some departures also note that travellers may be joined by guests from different operators, particularly on certain gulet cruises.
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