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A Solo Woman Traveling- Boutique Travel Guides and All Female Tours
A Solo Woman Traveling

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Women-Only Portugal Small Group Tour

Lisbon-Sintra-Cascais-Óbidos

Join a women-only small group tour of Portugal designed for travelers who value slow travel. With fewer hotel changes, daily free time, and intimate groups, you’ll experience Portugal at a pace that lets you truly connect with both the destination and the women beside you.

May 23rd to May 31st 2027
WHAT TO EXPECT • WHAT TO EXPECT • 

The Group Tours You’ve Been Searching For…

  • Small groups of never more than 12 women, creating a more personal and relaxed travel experience.
  • Fewer hotel changes and thoughtfully paced itineraries, so you can settle in and truly experience each destination.
  • Handpicked boutique hotels that combine charm, comfort, and excellent locations.
  • Daily free time to explore at your own pace, with no giant tour buses or 6 a.m. departures.
group of women in Naxos at the table cheers

The Portugal Tour Departing in

  
Save me a spot!

How It Works

Reserve a Spot

To join the tour, a non-refundable deposit of €500 is required at the time of booking. 

Make Payments

Set up your payment installments or pay in full. The trip must be paid in full 45 days prior to departure.

Bon voyage!

Prepare for your trip! We will send you travel details and add you to our group chat and private group webpage.

Our Itinerary

What We’re Doing

Day One

Arrival in Lisbon

Arrive in Lisbon and get in your private transfer to our centrally located hotel. Get refreshed and ready to meet our group for a 1.5 hour antique car ride around Lisbon and a welcome cocktail and dinner!

  • Airport transfer to our hotel
  • Antique car tour
  • Welcome drink & welcome dinner at Portuguese restaurant

Day Two

Food Tour & Sunset Sail on the Tagus River

We start the day today around 9:30 AM, heading a local neighborhood not known to tourists. There we will meet our guide for a food tour.

Following the tour, there will be free time to explore. Around 5:00 PM, we will meet up to head to our sunset boat cruise on the Tagus River. Tapas and unlimited drinks are provided.

  • Breakfast, lunch, & dinner
  • Transport to our activities
  • Private food tour
  • Private sunset cruise

Day Three

Day Trip to Belem & Free Time

Today we will head to Belem and over to the Jerónimos Monastery for a guided tour! It will be a 3-hour walking tour that ends at the Monument of Discoveries.

Following our tour, you will have free time to visit the LX Factory, or head back to Lisbon to shop, relax, and explore.

  • Breakfast
  • Transportation to and from our tour
  • Private guided tour of Jerónimos Monastery
  • Entrance fees

Day Four

Day Trip to Óbidos

We start the day around 9:00 AM with a private transfer to the medieval town of Óbidos. There will be a private guide waiting for us to take us on a 2-hour walking tour.

Following the tour, we will have a couple of hours to explore Óbidos and have lunch.

  • Breakfast
  • Transport to and from Óbidos
  • Private guided tour

Day five

Transfer to Cascais & Wine Experience

We will say goodbye to Lisbon and head to Cascais, located only 40 minutes away on the coast!

After checking into our hotel, we will meet our private driver who takes us up the coast of Sintra to some pretty magical places.

We will stop for lunch with the most amazing views of the sea. Then we will visit the coastal town of Azenhas do Mar before heading to our private wine tasting with tapas.

After returning to the hotel at around 5:00 PM, the day is yours to explore and relax.

  • Breakfast & Tapas
  • Transport to and from Lisbon
  • Private guided tour up the coast
  • Wine tasting

Day six

Free Day To Explore

Today is all yours! Enjoy a free day to hit the beach, relax by the pool or explore the shops in Cascais.

An optional dinner will be arranged for those who want to meet up later in the day.

  • Breakfast

Day seven

Day Trip to Sintra

Today we will meet a private guide and visit 2 of the most exciting monuments in Sintra.

We first start off at Quinta da Regaleira, where we will visit the gardens and the famous Initiation Well.

Then we will make a stop for lunch in a cozy Portuguese restaurant.

Finally, we will finish at the Gardens and Palace of Monserrate. This is a lesser-visited palace, making it a much more enjoyable experience than other attractions in Sintra.

  • Breakfast
  • Private guided tour to and from Sintra

Day Eight

Sintra Hidden Villages Tour

We start the day around 9:30 AM and return to Sintra, but not in the tourist center. Today we will head outside the center and visit some of the more interesting villages of the Sintra mountains.

We will have a catered picnic and wine in a spot unknown to tourists.

Later we will visit the coastal town of Ericeira for the views and the shops.

We finish the day with an included farewell dinner at a traditional Portuguese restaurant.

  • Breakfast, lunch & dinner
  • Private guided tour of Sintra villages

Day nine

Farewell

Today we say goodbye to our new friends. Breakfast will be available at the hotel for your final morning.

  • Breakfast
  • Airport transfer

the Hotels

Where We’re Staying

01.

Browns Avenue Hotel

02.

Casa Vela Hotel Cascais

Past Trips Photo Diary

  • Two women smiling and posing on a low, white wall overlooking a bright, sun-drenched green hillside, likely at a vineyard or rural viewpoint in Portugal.
  • Overhead shot of a red and white checkered tablecloth with a rustic Portuguese wine tasting set: four small clay cups of red wine, a bowl of olives, and a wooden board with sliced cheese.
  • A woman in a green dress taking a photo on a cobblestone plaza next to a small, brightly painted, traditional Portuguese house with white, yellow, and orange accents.
  • Scenic view from a garden overlook in Sintra, with bright blue wildflowers in the foreground and the ornate, spire-topped architecture of Quinta da Regaleira in the background.
  • Two women photographing an elaborate, carved white stone fountain featuring mythical creatures under a pointed, decorated archway at a palace in Sintra.
  • A close group of women inside a grotto or cave, looking towards a small waterfall, with one woman capturing the scene on her smartphone, likely in Portugal.
  • Low-angle close-up of a round, textured stone tower at a palace in Sintra, featuring intricate, carved stone window frames and pink accents.
  • A man in a white shirt pouring white wine into tasting glasses on a glass-top wine barrel, with two women seated in the background during a wine tasting in Portugal.
  • A group of tourists being led by a guide in front of an ornate, historic fountain with a chipped blue and gold tiled wall at a site in Portugal.
  • A woman wearing a sage green blouse and black pants takes a photo of the lush, scenic garden and coastal view at a restaurant patio in Portugal.
  • Close-up of wine glasses filled with white wine, sitting on a glass-top table over a wine barrel and cork display inside a cellar during a tasting in Portugal.
  • A woman in a cream-colored dress and white sunhat takes a selfie near a vibrant bougainvillea-lined wall in Óbidos, Portugal. The cobblestone path adds to the old-town charm.
  • Woman in cream dress with camera exploring a cobbled alleyway in Óbidos, Portugal, with medieval stone building in the background
  • Another group photo of five women standing by the fountain with Jerónimos Monastery in the background
  • Sunset view from the sailboat over the Tagus River in Lisbon, Portugal, featuring the silhouette of the 25 de Abril Bridge and calm ocean waves.
  • Two women sitting on a sailboat enjoying the ocean view; one is holding a patterned pink phone while looking toward the shoreline.
  • Woman laughing and toasting with two others on a sailboat, enjoying a sparkling wine cruise on the Tagus River in Lisbon, Portugal.
  • View from behind two women on a sailboat, one capturing a photo of the Cristo Rei statue on a hill near the Tagus River in Lisbon at sunset.
  • Group of seven women seated at an outdoor cafe under a lush grapevine canopy, with a vibrant leaf mural on the wall behind them.
  • Group of women chatting with the vendor and selecting from various nut options at a market stall in Lisbon, Portugal.
  • Group of women smiling and posing together in a lush Lisbon park, Portugal, surrounded by tall trees and a marble statue.
  • Vintage city tour cars parked outside a Portugal landmark, with flags in the background on a sunny day
  • Group of travelers posing with the iconic National Palace of Sintra and its twin chimneys in the background in Sintra, Portugal.
  • Group enjoying wine and conversation in a stylish lounge during an evening gathering in Lisbon, Portugal.
  • Group of travelers smiling at a panoramic overlook with sweeping city and Tagus River views in Lisbon, Portugal.
  • Shopper browsing traditional Portuguese foods and local specialties at Time Out Market in Lisbon, Portugal.
  • Two travelers photographing panoramic city views from a scenic overlook in Lisbon, Portugal.
  • Visitors admiring panoramic views of Lisbon from the Miradouro de São Pedro de Alcântara in Portugal.
  • Two travelers sharing a candid laugh beneath blooming bougainvillea outside a traditional whitewashed home in Portugal.
  • Friends taking a selfie from historic castle walls overlooking a scenic town and rolling countryside in Óbidos, Portugal.
  • Three travelers relaxing on a boat cruise across the Tagus River with scenic waterfront views in Lisbon, Portugal.
  • Traveler posing on the bow of a boat with panoramic waterfront views during a Tagus River cruise in Lisbon, Portugal.
  • Traveler steering a boat with a glass of sparkling wine while cruising the Tagus River in Lisbon, Portugal.
  • Group relaxing on a boat cruise in front of the Monument to the Discoveries at sunset in Lisbon, Portugal.
  • Friend photographing another traveler at a scenic coastal viewpoint in Portugal overlooking the Atlantic Ocean and whitewashed buildings.
  • Pouring Portuguese white wine into tasting glasses during a winery experience in Portugal with an elegant charcuterie spread.
  • Friends gathered for a wine tasting experience at a winery in Portugal, seated around a beautifully arranged rustic tasting table.
  • Friends relaxing along the waterfront promenade in Cascais, Portugal, with sandy beaches, anchored boats, and a cloudy coastal sky.

What’s Included

Pricing

Inclusions


  • Arrival & Departure Day Airport Transfers
  • 8 Nights Accommodation
  • Select Lunches & Dinners
  • Daily Breakfasts
  • Local Guides
  • Ground Transportation
  • Entry Fees & Tickets
  • Tours & Tastings

Exclusions


  • International Airfare
  • Travel & Medical Insurance (Required)
  • Tips for Guides
  • Alcohol
  • Meals Unless Mentioned
  • Gifts

Pricing


  • €5,699 for Single Occupancy
  • €4,599 for Double Occupancy
  • Includes €500 Non-Refundable Fee
  • Payment Plans Available

SCROLL DOWN TO BOOK 👇

ITINERARY DISCLOSURE

*THE PUBLISHED ITINERARY FOR THE PORTUGAL TRIP IS A SAMPLE ITINERARY. ACCOMMODATION, ACTIVITIES, AND EXPERIENCES MAY BE MODIFIED BASED ON WEATHER, AVAILABILITY, OR OTHER UNFORESEEN CIRCUMSTANCES.

TRAVEL INSURANCE DISCLOSURE

A TRAVEL INSURANCE POLICY THAT COVERS MEDICAL EXPENSES, AND OTHER TRAVEL-RELATED ISSUES IS REQUIRED FOR ALL TOURS. POLICIES OFFERED BY TRAVEL CREDIT CARDS DO NOT MEET THIS REQUIREMENT FOR COVERAGE.

Travel medical insurance is mandatory for all participants. To join us, your insurance policy must include at least $100,000 USD coverage for medical emergency evacuation and repatriation.

Credit Card insurance will not be accepted as valid travel insurance for our tours. Therefore, we strongly advise securing a travel insurance policy BEFORE you make any payments towards the trip.

While many of our guests prefer Faye, it’s important to find a policy that aligns with your specific needs. Other reputable providers include Allianz Travel Insurance, Nationwide Travel Insurance, and John Hancock Travel, among others.

Keep in mind, all payments made towards the tour are non-refundable. Travel insurance typically covers cancellations only for covered reasons, which may include unexpected illness (yours or a family member’s), severe weather conditions, or job loss.

For those interested in “cancel for any reason” coverage—which is pricier but can reimburse you for 50-75% of the trip’s total cost—consider options like John Hancock’s “Gold” Travel Insurance or Nationwide’s “Prime” Travel Insurance, Faye Insurance. Note that these policies often need to be purchased within 14 days following your initial trip deposit.

IMPORTANT: When arranging your travel insurance, please account for any extra days you might be traveling outside our official tour dates, such as arriving a day early or staying an additional night at our suggestion. For instance, if you plan to fly out on October 2nd to ensure your timely arrival for the tour’s start, make sure your insurance coverage begins from October 2nd.

NON-REFUNDABLE PAYMENT DISCLOSURE

ALL PAYMENTS MADE TOWARD THE PORTUGAL TRIP ARE NON-REFUNDABLE. WE STRONGLY RECOMMEND PURCHASING COMPREHENSIVE TRAVEL INSURANCE TO PROTECT YOUR INVESTMENT AGAINST ANY UNEXPECTED EVENTS OR CIRCUMSTANCES.

COVID-19 VACCINATION DISCLOSURE

FOR OUR 2027 PORTUGAL TOURS, PARTICIPANTS WILL NOT BE REQUIRED TO BE FULLY VACCINATED AGAINST COVID-19. OUR PRIMARY GOAL IS TO SAFEGUARD THE HEALTH AND WELL-BEING OF OUR TOUR PARTICIPANTS WHILE ALSO PROTECTING THE COMMUNITIES WE VISIT. ALTHOUGH MANY DESTINATIONS HAVE RELAXED THEIR VACCINATION REQUIREMENTS, WE ADVISE ALL TRAVELERS TO STAY INFORMED OF AND COMPLY WITH LOCAL HEALTH GUIDELINES AND REQUIREMENTS. PARTICIPANTS MUST UNDERSTAND AND AGREE TO FOLLOW ANY DESTINATION-SPECIFIC COVID-19 REQUIREMENTS, WHICH MAY VARY FROM OUR GENERAL POLICY.

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What They’re Saying
  • Woman standing on the ledge of a bench under the Greek Flag.
    The trip was perfect. All the excursions were well planned and appealed to all the different individuals in our group. Our travel guide, Melissa, even added a personal touch by planning the naming ceremony/activity.
    The day on a private boat was magical. I never imagined myself swimming in caves and exploring quaint seaside villages. The trip exceeded my expectations.

    Pat K.
    Greece 2024
  • A woman in a bright blue dress smiling in front of a classic blue door on the island of Milos.
    Melissa did a great job on planning a wonderful trip for us. She had all our accommodations made, which were prefect. Day trips were planned and were all amazing. Melissa was very easy to communicate with and responded quickly to any questions I had. The trip was seamless. Meet some wonderful women that I now can say are friends. Would absolutely book another trip with Melissa in a minute, actually planning one for next year. Best decision I could have made.
    Birgit G.
    Greece 2025
  • Girl in the blue water
    This is my THIRD trip with Melissa…I think that says it all!!!
    This was my second time in Greece with Melissa, only one year later. I definitely fell in love with this country the first time, and I plan to go back and visit another part. The water, the food, the weather, the charm, and history.
    It’s all mesmerizing. And I’m certainly happy for all the new and continued friendships. Booking my first trip to Greece in 2025 has been one of the best decisions of my life!
    Daniela S.
    Crete 2026
  • Women in a restaurant
    Great balance of activities around food, history, exploring the islands and cities, as well as downtime to relax and refresh. Melissa did a great job of making everyone feel comfortable and a part of the group. And I love how she communicated so much before the trip so we all knew what to pack and what to expect each day. I’d totally Recommend her trips!


    Zeta K.
    Greece 2026
  • Woman in Greece behind the wheel of the boat
    I’ve always wanted to go to Greece and this was the perfect opportunity as a single woman.

    Melissa is a gem. She plans every aspect of the trip with care, has a lovely spirit, and truly enjoys the trip and experience with the group. I’m so glad I found her group trips on Tiktok.
    Memories that last, new friends, and a wonderful experience.

    Brooke H.
    Greece 2026
  • A swimmer floats peacefully in the unbelievably clear turquoise waters of Milos, surrounded by rocky coastal cliffs.
    I would give this trip ten stars if I could. Everything was so well organized. It was the perfect balance of planned activities and free time. We stayed at boutique hotels that had personality. We dined at a number of great restaurants. We were spoiled with boat trips, wine tastings and jeep tours.
    I can’t say enough wonderful things about how Melissa conducted this trip. It was the vacation of my dreams.

    Lisa b.
    Greece 2025
Read More Reviews!
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Got Questions?

You will fly in and out of Lisbon International Airport.

While the tour isn’t considered adventurous, our destinations do have their fair share of hills and inclines. I do my best to arrange transportation that minimizes stairs. On average, you can expect that we will do at least 10,000 steps a day.

Our tour begins in the at 4pm on the first day, so it be nice to arrive one day prior to the start of the trip. I can help you coordinate accommodations.

In Portugal, the cost of food varies depending on the type of dining experience you choose. For a casual meal at an inexpensive restaurant, you can expect to pay around €8 to €15 per person. If you opt for a mid-range restaurant, a three-course meal might cost between €20 and €40 per person. Fast food and street food are generally cheaper, costing about €5 to €10.

Breakfast is included each day of the tour except the start day. Additional meals are included, which are specified on the itinerary above.

While many travelers can enter on a tourist visa with no extra steps it is important to confirm on the government website.

Meet Your Host!

I’m Melissa

Your go-to girl for all things travel

I’ve traveled to over 40 countries solo! And I’m passionate about helping you explore the world.

My favorite part about traveling is trying the local food, taking photographs, and making new friends!

I’m a big believer that anyone can achieve their goals if they are willing to work at it!

Melissa, the founder of A Solo Woman Traveling
More Questions?
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