Chat with us, powered by LiveChat Guided Group Tours of Madeira for Solo Travellers in 2027 | Madeira Regency Cliff | Solos Board

What to expect

Santana

Santana

Natural beauty & rural culture

Seixal

Seixal

Lava pools & black sand beaches

Funchal

Funchal

Markets & wine tasting

Clifftop Adults-only Hotel

Clifftop Adults-only Hotel

Enjoy uninterrupted sea views

About this trip...

Join Solos on an unforgettable journey to Madeira, a Portuguese island paradise set in the Atlantic, famed for its dramatic landscapes, lush green mountains and vibrant culture. Based in Funchal, explore its charming old town and elegant squares, and ascend to Monte for beautiful gardens, cascading waterfalls and sweeping views. Travelling across both the east and west of the island, you’ll uncover picturesque villages, striking coastlines and unforgettable scenery on this expertly guided group tour. You’ll stay at the four-star, adults-only Madeira Regency Cliff, perfectly positioned in a stunning clifftop setting with uninterrupted sea views—the perfect base to relax and socialise with your fellow solo travellers.

Activity Level: Activity Level Rating
What's this?

What's included

  • Return transfers
  • Room for sole use
  • Solos Board: Breakfast daily, three lunches and four dinners
  • City tour of Funchal
  • Full day excursion discovering Western Madeira
  • Visit to Monte Palace Tropical Gardens
  • Full day excursion discovering Eastern Madeira
  • Witness the spectacular scenery of Eira do Serrado
  • Accompanying Solos Tour Leader

What's extra:

  • International flights are not included
  • Let us help you book them! Learn more.
  • Travel insurance
  • Tips & drinks
  • Meals when not included in the itinerary
  • Activities when not included in the itinerary
  • City tax is currently 2,00 euros per pax/night, paid locally.

Itinerary

  • Arrival day
  • Funchal
  • Western Madeira
  • Monte
  • Eastern Madeira
  • Free day
  • Eira do Serrado
  • Return home
Map

What you'll be doing

Day One: Arrive into Madeira

Day One: Arrive into Madeira

Today we arrive into Funchal, the capital of Madeira, and transfer to our hotel. We gather later today for a welcome drink and dinner. 
  • Dinner included
Day Two: Funchal

Day Two: Funchal

This morning we will be exploring Funchal. The bustling port city has kept its authentic character which we will witness as we wander past baroque churches, picturesque squares and colonial houses. Mercado dos Lavradores, a vibrant market with fresh produce, flowers, and local crafts. We visit an embroidery workshop and enjoy a Madeira Wine tasting. This afternoon we will have free time to explore further.

  • Breakfast & dinner included
Day Three: Western Madeira

Day Three: Western Madeira

We have a full day of exploring the western side of this fascinating island where we can expect breathtaking landscapes. We start the day visiting Câmara de Lobos - a picturesque fishing village just west of Funchal, Madeira. It's famous for its colourful fishing boats, stunning coastal views, and connection to Winston Churchill, who once painted its landscape. From here we head to Cabo Girão, one of Europe's highest sea cliffs, with a glass-floored viewpoint. We will then take the Encumeada, a stunning mountain pass, to the beautiful coastal village of Sexial, known for its dramatic landscapes, natural pools, and black sand beach. It’s a quieter, more authentic alternative to the busier areas of the island.

Our next stop will be Porto Moniz, famous for its natural volcanic pools, rugged scenery and breathtaking ocean views. After lunch, we continue onwards to the largest and highest plateau on the island, Paul da Serra then to Madalena do Mar, a charming seaside village on Madeira’s southwest coast, known for its banana plantations. 
  • Breakfast & lunch included
Day Four: Monte

Day Four: Monte

Today we head above Funchal to the beautiful hillside parish above Funchal, known for its lush gardens, historic landmarks, and the famous Monte Toboggan Ride. It’s one of Madeira’s most iconic spots, offering sensational views. We visit the Monte Palace Tropical Garden - a breathtaking garden with exotic plants, waterfalls, koi ponds, and stunning tile art. We will also pay a visit to Nossa Senhora do Monte Church, a beautiful church where Emperor Charles I of Austria is buried. This afternoon we have free time to relax or explore further. 

  • Breakfast & lunch included

Day Five: Eastern Madeira

Day Five: Eastern Madeira

We have another full day exploring today as we begin the day at one of the island's highest points, Pico do Arieiro, standing at 1,818 meters offering breathtaking views, dramatic landscapes. We head onto Ribeiro Frio for the starting point of the popular Levada dos Balcões walk, offering incredible panoramic views of the valley, forests, and mountains. It’s a relatively short and easy hike, perfect for all levels. We will drive to the stunning rock formation of Penha de Águia and have lunch at Santana, known for its traditional thatched houses and stunning natural landscapes. It offers visitors a glimpse of Madeira’s rural culture.

Making our way back to Funchal, we will stop at Porto da Cruz Sugar Cane Rum Distillery. Porto da Cruz is known for its traditional rum distillery and we will get to try some of the Rum too. On the way back, we will also enjoy a visit to the Cristo Rei monument. 
  • Breakfast & lunch included
Day Six: Day at Leisure

Day Six: Day at Leisure

After a busy few days exploring, today we have a free day to spend as we wish. We can relax around the hotel, walk along the seafront or visit nearby Funchal.

  • Breakfast & dinner included 

Day Seven: Eira do Serrado

Day Seven: Eira do Serrado

Today we head back into the mountains of Madeira. We take a unique winding road to an altitude of 1049m in Eira do Serrado located in the central mountains of Madeira, offering some of the most dramatic landscapes on the island. From the viewpoint, we can see the picturesque Curral das Freiras village nestled in the valley below, surrounded by the towering peaks of the central mountains. The sight is especially breathtaking on clear days, with lush green slopes and dramatic cliffs. The small village of Curral das Freiras (Valley of the Nuns), was historically a place of refuge for nuns fleeing from pirate attacks.

  • Breakfast & dinner included

Day Eight: Return home

Day Eight: Return home

We gather one final time for breakfast before making our way back to Funchal Airport for our flight home. 


  • Breakfast included

Accommodations

Madeira Regency Cliff

The Madeira Regency Cliff is a four-star adults-only hotel located in the popular Lido area of Funchal. Set on a cliff overlooking the Atlantic Ocean, it offers a peaceful and relaxing atmosphere with uninterrupted sea views.

Facilities include:

Small outdoor pool with sun terrace, indoor heated pool, gym and wellness area offering treatments (payable locally). The Mistral restaurant, with its inviting terrace serves dishes that combine regional specialities with international flavours. Adjacent to the restaurant is the Mistral Bar and next to the outdoor pool is the Sirocco Bar.

Rooms include:

Rooms feature balconies with sea views and are equipped with Wi-Fi, TV, air conditioning, minibar, safe and tea and coffee-making facilities.

Dates & Prices

Departure Return Nights Price from Other Info
Mar 15 2027 Mar 22 2027 7
$3199
 

Essential Information

Transfer time
Transfer time from Funchal Airport to the hotel is approximately 25 minutes.
Dress Code
The dress code for during the day is casual. It can be windy and temperature might drop when at altitude so a light windproof jacket might be useful. In the evenings the dress code is smart casual. Comfortable shoes for walking and sightseeing are recommended.
Gratuities
There is often confusion on the question of gratuities, since it frequently depends on the type of holiday, location and, of course, your attitude towards tipping, as to what is normally expected. To give you a rough idea, we have given appropriate guidance below. The Tour Leader will be on hand to offer advice or suggestions if required but gratuities are offered entirely at the sole discretion of the individual. We suggest a group collection at the beginning of your holiday to cover drivers, guides, porters and hotel staff of approximately €25. Your Tour Leader will collect this on your behalf and distribute it accordingly, thus relieving you of the burden of who, when and how much to tip.
Passport, Visa & Entry Requirement

We recommend that you check passport and visa requirements for the country you are visiting at the State Department if you have a U.S. Passport. Most countries require that your passport have at least six months validity when traveling internationally, and many require that you have one to two blank visa pages for either an entry stamp or visa. As a general rule, please check that your passport has six months validity beyond your planned trip, and if not, please renew your passport with plenty of time to provide Solos with your updated passport information by the final payment due date.

Not sure what travel documents you need? Our trusted partner, sherpa°, makes it easy to check visa and entry requirements based on your destination and passport. One quick check now means smooth sailing later. Click here to learn more.

Health requirements

We recommend that you check if vaccinations are required for your destination at the CDC’s recommendations for your visited destination(s). We also recommend you purchase travel protection. A travel protection plan can often assist with medical emergencies and reimburse costs that are covered by the plan. Please verify coverage details with Solos before you travel.

Important information
A reasonable level of fitness/mobility is required as we include plenty of sightseeing/travelling. Itinerary is subject to change according to traffic, weather conditions and other unforeseen circumstances beyond control.
Flights & Airport Transfers

Whether you'd like us to arrange your flights or prefer to book your own, we're here to make the process easy. Our team can secure flights from the location that suits you best or provide all the arrival and departure details you'll need if booking independently.

Arrival & departure airport transfers are included for the majority of our trips EXCEPT our UK Breaks, regardless if you book your own flights or if we book them for you. To learn more about flight options, payments, and transfers, click here.

Travel Insurance

We strongly recommend purchasing travel insurance before any trip — it safeguards you against unexpected issues like illness, cancellations, or lost luggage. It also protects your health and travel investment, giving you peace of mind to fully enjoy your journey. Click here to learn more.

Rated as Excellent (4.8/5) by our customers

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Fantastic time

I’ve recently returned from my first Solos trip and had a fantastic time. I can honestly say that I enjoyed every minute, and the memories will last a lifetime.
-Patricia

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Highly Recommended

I’d highly recommend Solos to people looking to travel on their own with a group of like minded people.
-David

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Brilliant Week!

We laughed until our bellies ached. It was such a brilliant week.
-Janev

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Go for it!

I still get a bit nervous but this will be my third time with Solos and its one of the best decisions I have ever made- everyone is so friendly, just go for it!!
-Jane

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