Bespoke
Alentejo Bespoke
Portugal’s heartland, closer than you think
Country
Portugal
Accommodation Options
Boutique hotels, wine estates & coastal escapes
Things to See & Do
Biking, hiking, horseback riding, culinary, art, culture, history, wine tastings, catamaran & beach adventures
Best Time To Go
April – June, September – November
Carbon Neutral Trip
Close to Lisbon, miles from ordinary, Alentejo unfolds like a dream. Where golden hills roll, cork forests whisper and time slows to the rhythm of the land. Cycle between sun-drenched vineyards, ride noble Lusitano horses or sail the quiet coast where sky meets sea—every day here is an invitation. Unwind in private wine estates, linger at a family-run farms or dine barefoot at a beachside restaurant, just steps from the water.
Experience a true taste of Portugal with wines, food and craft traditions that run deep in Alentejo—from rustic pottery to centuries old traditions.
Enjoy active days in open spaces, ideal for cycling, hiking and coastal adventures, with calm roads and wide landscapes.
Alentejo is perfect for families and groups of friends—safe, spacious, full of variety, with flexible experiences for adventurers of all ages.
Experience Designer
Trip Inspiration
Snapshot of a Day
Pedal along peaceful roads, stopping at a traditional estate for a private wine tasting with memorable views.
Trip Inspiration
Discover Alentejo on Two Wheels
Alentejo’s rolling terrain and quiet lanes make it ideal for cycling. Each day reveals a new discovery: a Roman bridge, a family-owned olive press or a manor house turned hotel. Meals are local and heartfelt, warm bread, sheep’s cheese and slow roasted meat. Evenings bring peace, stars and a glass of velvety red.
Recommended Duration: 6-8 days
Best Time To Go: April – June, September – October
Things to See and Do: Cycling, picnics and wine tastings.
Don't Miss Out On: A private wine tasting at sunset followed by a traditional Alentejo dinner under the stars.
Snapshot of a Day
Explore the medieval town of Évora, help craft traditional tiles in a local workshop and end the day swimming in the ocean and playing along the Alentejo coast.
Trip Inspiration
A Family Adventure in Alentejo
Alentejo offers space to roam and places to inspire wonder. Families can explore ancient castles, try their hand at traditional crafts and discover how olive oil is made—from tree to bottle. Here, nature and history come together in a way that’s both engaging and authentic. Explore medieval towns, help craft traditional tiles in a local workshop and dive into the ocean along the Alentejo coast.
Recommended Duration: 6-8 days
Best Time To Go: March – June, September – November
Things to See and Do: Cultural exploration, farm visits, cycling, castle tours and coastal activities.
Don't Miss Out On: Stargazing from a dark sky reserve, Alentejo has some of Europe’s clearest night skies.
Snapshot of a Day
Start your day cycling past vineyards, hike to a clifftop viewpoint above the sea, then board a private catamaran for an afternoon of sailing, swimming and fresh seafood.
Trip Inspiration
Alentejo Multi-Active: Boat, Bike & Hike
South of Lisbon, the Alentejo coast is a paradise of natural beauty and adventure. Ride along quiet lanes, hike coastal trails with sweeping ocean views and spend time on the water on a private boat. Add in visits to small family-owned wineries, tile painting workshops and you’ve got a trip that’s active, engaging and easy to love.
Recommended Duration: 6-8 days
Best Time To Go: March – July, September – November
Things to See and Do: Hiking, sailing, wine tasting, sea kayaking and horseback riding.
Don't Miss Out On: A day of catamaran sailing with swim stops, a seafood feast onboard and a possible surprise dolphin sighting.
Featured stays
Torre de Palma Wine Hotel
Location: Monforte, Portugal
São Lourenço do Barrocal
Location: Monsaraz, Portugal
Hotel Casa Palmela
Location: Palmela, Portugal
Sublime Comporta
Location: Comporta Coast, Portugal
Vermelho Melides
Location: Setúbal District, Portugal
Process
Step 1
Let's connect
Whether you have a specific trip in mind or are looking for inspiration, get in touch with your travel preferences, and one of our Experience Designers will kick off the planning.
Step 2
Detailed Brief
After a conversation to learn more about your trip, you’ll receive details on an adventure with us, including activities and accommodation options in the destinations. An initial Trip Development Fee is made before moving to the next stage.
Step 3
Customized Itinerary and Confirmation
Your Experience Designer will share a tailored trip plan and will collaborate to adjust and finalize the itinerary. A per-person trip deposit is requested to confirm your trip, with full payment made 95 days* before departure.
Step 4
Support, Start to Finish
Before your trip, you’ll receive details on every step of your journey. You’ll have dedicated support while on trip, and when you return, our Traveller Relationship team will be ready to welcome your feedback and explore ideas for your next B&R adventure!
* Final payment terms may vary based on destination and type of trip.
Good to know
Food
While vegan dining options in Alentejo are available, they can be limited. If vegan meals are essential during your trip, please let your Experience Designer know.
Rides
Alentejo’s roads are generally relaxed to bike, but they can be narrow with cobblestone in historic areas. We recommend familiarity with biking in these conditions.
Weather
The best time to visit Alentejo is during spring and fall. Summer is great too, but it can be very hot.
Why choose a Bespoke trip?
An Effortless Journey
Our expert Experience Designers are perfectionists, using first-hand knowledge of routes, restaurants and hotels to create an unforgettable experience. This means you’re in the best hands to plan your dream trip.
Lifelong Memories
Our Bespoke trips are often described as lifechanging. When every detail and magical moment is planned just for you and your group – you'll get exactly what you’re after, and more. The perfect addition to the memory book.
Years of Local Friendships
We’ve been at this since 1966, and our Experience Designers have been planting seeds and building friendships around the world since day one. The loyalty we share with our connections is invaluable and is what allows us to give access exclusive to B&R.
Creativity and Spontaneity
From our office to our guides on the road, every person who touches your trip pours their passion and creativity into it. When you travel Bespoke, you’ll work closely with passionate planners to create the perfect fit for you and your travelling companions.
Speak to an Expert