Travel Ninja 101: Lisbon, Portugal

Alfama, Lisbon

Perched on the western edge of Europe, Lisbon has more than 300 days of sunshine a year, making it the continent’s sunniest capital city. Set across seven hills, each street offers spectacular views of the city. We spend the week eating pasteis de nata and exploring its cobblestones streets. There will be time to visit Belem Tower, the picturesque view from Chapel of Senhora do Monte, and some hidden away gems. We will venture out of the city for a day at a nearby beach town. All this while learning tips and techniques to orientate yourself in a new place and ideas for exploring in a whole new way.

After completing six pre-expedition online workshops and working one-on-one with Cindy to build your itinerary you will take off on your first semi-independent journey to Lisbon.  This 8-day Discovery Expedition will slowly introduce you to the city, allowing you to grow your confidence and ultimately explore the city independently with confidence.

Travel Ninja 101 will introduce you to the joy and freedom of traveling alone.  The program includes a series of six pre-expedition online workshops and two one-on-one sessions coaching sessions designed to help you develop the skills and confidence that will allow you to independently explore the world. During the weeks that lead up to your Lisbon Discovery Expedition, you will learn techniques to calm and center yourself as you stretch beyond your comfort zone and build your confidence.

The program includes;

  • Lisbon Discovery Expedition
  • 6, Pre-Expedition Online Workshops
  • One-on-one Coaching sessions

Find out which program is right for you            Ask me a question

Travel Ninja 101 – Discover Lisbon

Lisbon is known for its beautiful squares, quaint neighborhood streets ideal for wandering, and excellent cuisine.  The city is easily navigated on foot – and four your tired feet you can hop on of the 40 vintage streetcars that make getting around even more fun. Being one of the oldest cities in Europe, there is plenty of history and architecture to soak up.  We’ll also make a stop a Bertrand, the oldest bookstore in the world!

After completing six pre-expedition online workshops and working one-on-one with Cindy to build your itinerary you will take off on your first semi-independent journey to Paris.  This 8-day Discovery Expedition will slowly introduce you to the city, allowing you to grow your confidence and ultimately explore the city independently.

The first two days of our adventure will include an introduction to the city, its neighborhoods, as well as how to hop on a streetcar for a vintage ride through the streets. he public transit system. We will visit the Baixa, in the center of the city and venture along to Alfama, a truly picturesque neighborhood with tiny cobblestones alleys and colorful street art. Each day you will become more and more familiar with the city and expand your independence by venturing out on our own.  You will visit the Chapel of Senhora do Monte for a panoramic view of the city and take a day trip to a nearby seaside village for a day at the beach! .

You can choose to plan your independent times prior to the trip, or you can use these times enjoy the freedom of simply being you and discovering what the city would like to share with you.

Join us!!

If you are looking for a sunny summer getaway, Libson is the place.  Europe’s capital city, with an average of 2,799 hours of sunshine a year!  Come hang out by the sea!

All of the Travel Ninja 101 Expeditions are women-only and limited to 12 participants.  These kinds of trips often create amazing friendships, bonding during a journey of discovery and adventure – with like-minded souls.

July 11 – 18, 2020



Day 1
Departure and Arrivals

After arriving at the Lisbon Portela Airport, we will head to the city center to check into our hotel and settle in. There will be a Welcome Event to gather and meet fellow Discovery Expedition Explorers.

Day 2
Baixa & Alfama

During our first two days we will spend a good portion of the day together. On Day Two, after breakfast, we head out to find our way into Baixa, one of Lisbon’s central neighborhoods. Baixa filled with magnificent squares, beautiful shops and restaurants Along the way your host will provide an orientation of the city and an instructional tour of how to use the trams and funiculars in the city. Lisbon is a very walkable city, but the steep streets may be a bit exhausting, hoping on a tram or trolley can make your journey more enjoyable.

We will take a Serendipity Walk along the colorful narrow streets – and grab lunch at a local café. After lunch you will be free to choose your own itinerary, independently or with a small group. You can choose from the options below or stroll through one of the nearby streets to soak up the local culture.

• Elevador de Santa Justa (included)

• Mundo Fantastico da Sardinha Portuguesa (free)

• Museu Nacional do Azulejo (included)

• Museu Arqueológico do Carmo (not included)

You are on your own for dinner. At the end of the evening we will gather at a designated meeting spot for our journey back to the hotel.

Day 3
Belem & Alcantara

Again, on Day Three, we will spend part of the day together as a group. Expanding on what you experienced the day before, we will break up into smaller groups for the morning to visit the Belem Tower and the Mosteiro dos Jerónimos. In the afternoon, there will be an Exploration Challenge – allowing you to explore the area independently with purpose.

You can choose from the attractions listed below.

• Belem Tower (included)

• Mosteiro dos Jerónimos (included)

We will meet with local hosts in the evening in Alcantara for dinner and discussions.

Day 4
Chiado, Cais do Sodre & Bairro Alto

The next two days you will expand your independence, by navigating the city on your own. After breakfast you start your solo adventure to a destination of your choice*, we will meet in the early evening before sunset at Chapel of Senhora do Monte for a panoramic view of the city.

Dinner will be on your own. There will be a hosted cocktail hour later in the evening, to share stories of the day’s adventures.

*options will be provided

Day 5
Praia Portinho Da Arrabida

As we expand our independence, we will take a trip out of the city today. We will have a quick breakfast and hop in a van to take a drive up the coast to Praia Portinho da Arrabida. We will have a day at the beach and explore the seaside village. You can lounge at the beach with a book, stroll through the little village, or take a bike ride or hop on a sail boat for the afternoon, whatever calls you.

Dinner is on your own. After dinner we will head back to Lisbon and make our way to the hotel for some much needed rest, after a full day in the sun.

Day 6
Independent Exploring

Day Six is all about taking your own adventure and making your own itinerary. Today’s you will be invited to enjoy a day-trip outside of the city to enjoy the country side independently or with fellow explorers. You can select from one of the options below to explore. After breakfast you will be on your own to navigate your day. You can choose to spend the whole day out of the city or enjoy bits of the city at the beginning or end of your day. There will be no group event in the evening, as folks may be arriving back late. Instead we will have a brunch in the morning to swap stories and share photos.

• Option 1: Explore the fairy-tale Pena Palace and gardens of Sintra (included)

• Option 2: The Convent and Castle of Tomar (included)

• Option 3: The Royal Palace of Mafra (included)

• Or your own itinerary for the day

Day 7
Independent Exploring

This is our last full day is Lisbon. After our community brunch – sharing stories and photos you will be on your own again for the day. You can plan your day ahead of time or you can use this day to explore areas you have missed or want to visit again.

There will be a Farewell Dinner hosted this evening – you are welcome to invite locals or other travelers you have met during your trip.*

*Invitations will be limited.

Day 8

Our last day in Lisbon will be reserved for making our way back to the airport.

Trip Preparations, includes;

  • 6, pre-expedition online workshops (45-min each)
  • 2 hours one-on-one coaching sessions
  • Trip Preparations, includes;
  • 2-group sessions (with the travel group)
  • All your travel resources, planning documents, checklists, detailed itinerary, maps, etc.)
  • Personalized Travel Safety & Emergency Support Plan
  • Custom travel journal

8-day Discovery Expedition, includes;

  • Round-trip flight (from LAX)*
  • 7-nights of lodging**
  • 12-meals***
  • Transportation from and to the in-country airport
  • Ground transportation for all group activities
  • City Orientation & Cultural activities
  • Group and independent activities and excursions (for what is included; see below)

* There is a $200 fee for flights not originating from LAX.
** All attendees will lodge in the same hotel. All attendees are women. Rooms will be shared. Each room may contain 2-4 attendees. Requests to room with a specific traveler cannot be guaranteed.
*** Provided meals may be offered in a local home or a café or pub. Vegetarian and vegan options can be made available.

Are all the trips women only?

Yes, at this time. We have found that the biggest need is to provide a safe and supportive travel experience for women. We understand that there are men who would also benefit from these types of programs and mixed groups may be planned in the future. If you are interested in a mixed group program, please let us know.

What resources are provided?

In addition to the detailed itinerary (which you will receive 30-days before the trip), you will also receive the following trip resources;

  • A Trip Prep Checklist (passport, visa, health and safety items)
  • Suggested Packing list
  • List of Independent Excursion Suggestions
  • Ideas for how to spend your time alone
  • Local Customs and Tips
  • Simple Phases in the designation Language
  • How to Use Public Transportation in your destination city
  • Map of the city
  • Map of the country
  • Custom Travel Journal
Will it be possible to coordinate with other travelers in the group?

Yes. There will be a group website for each trip, where a profile of each traveler will be listed so you can learn the names of your fellow travelers and reach out to them if they have requested contact from other group members. And at the 2 group sessions scheduled before your trip will give you an opportunity to meet (over the phone) the other women joining your trip. During these sessions, you can ask about coordinating outings or partnering up for portions of your trip.

What is covered in the 6 Pre-Expedition Online Workshops

The following topics will be covered in the Pre-Expedition Online Workshops

  1. Planning, Setting goals and Expectations
  2. Preparing Yourself for the Adventure
  3. Considering the Local Culture and Differences; including the idea of Enjoying Solitude
  4. The Logistics of the Expedition
  5. Readiness: Packing and Prep
  6. Washing Away Doubt & Fear – Getting Excited
When are the Pre-Expedition Online Workshops scheduled?

These workshops can begin 6-month prior to the trip. The earliest they can start is on November 1, 2019, and as late as March 1, 2020. These are done independently, so you can complete these workshops anytime between November 1, 2019 and March 1, 2020.

Do I have to complete Pre-Expedition Online Workshops to attend the trip?

Yes. For the Travel Ninja 101 participants, completing these workshops will give you the tools and information necessary to make your trip a success. If you are having trouble completing the workshops, please reach out to us so we can assist you.

What is covered in the group sessions?

The group sessions are intended to help you get to know your fellow travelers before you start the trip. The first session will be focused on introductions and a review of the schedule. This will be a time to possibility connect with others to coordinate excursions together or invite someone to share lunch with you. During the final session we will do a final review of the schedule – any changes or last -minute updates. There will be time during this session of questions.

When are the one-on-one coaching sessions scheduled?

The first session will be scheduled after November 1, 2019, and before March 1, 2020. The second session will be scheduled after March 1 and 2 weeks prior to your trip.

Are the group activities required on the Travel Ninja 101 Discovery Expeditions?

The group meals are not required but recommended. The group activities on Day Two and Three are required to allow you to get familiar with the city before adventuring on your own. The remaining days groups activities are not required, we just ask that you give us 24-hours-notice for any changes in your attendance. This applies to meals and activities. This allows us to make changes to reservations if necessary and to plan for the appropriate group size.

Are the group activities required on the Travel Ninja 102 Discovery Expeditions?

No. We highly recommend the Welcome Dinner and the Farewell Dinner for all Travel Ninja 102 participants. We also suggest that you join one or two of the group meals to connect with your fellow travelers and share stories and photos.

What will happen during the Welcome Dinner?

This is the first time we will meet as a group. We may travel from the airport in smaller groups – and there maybe some participants that arrive at a different time. It is recommended that everyone attend this first event. There will be a few guidelines provided during dinner along with any last minute updates or changes. Travel Ninja 102 participants are not required to attend this event, but it is highly suggested.

What will happen during the Farewell Dinner?

The Farewell Dinner is intended as an event for us to say goodbye to the city and our new friends. Each traveler is allowed to invite up to 3 locals to this event. As you are going about your trip, you might make a new friend or meet someone you would like to get to know better, this is a great time to invite them to join us as we say goodbye to the city.

Who can I invite to the Farewell Dinner?

To invite someone to the Farewell Dinner you must have a method to contact them; an email or phone number. This is to ensure that we know who is attending and that you’ve connected with them and they are comfortable giving you this information. We will send out the details for this event to them the day before the event.

What is a Serendipity Walk?

A Serendipity Walk is a way of exploring a place. It is a peaceful, observation of your surroundings. It can be done in a group or alone. Through, thoughtful awareness and taking the time to connect with the people, places and space around you, you will find that you can connect with the place and the people in a new way. There will be at least one guided Serendipity Walk on each Travel Ninja 101 Discovery Expedition. For Travel Ninja 102 participants these will be provided as optional activities.

What is an Exploration Challenge?

An Exploration Challenge is a little like a scavenger hunt. The challenge will ask you to look at the area you exploring to see things in a different way. You will be given a number of items to locate, photograph or do during your Exploration Challenge – all in an effort to connect with the people and the place. There will be at least one Exploration Challenge on each Travel Ninja 101 Discovery Expedition. For Travel Ninja 102 participants these will be provided as optional activities.

What is a Discovery Expedition?

The Discovery Expedition is the actual trip. For the Travel Ninja 101 participants, there is a number of pre-trip activities before embarking on the actual trip. And for the Travel Ninja 102 participants, the Discovery Expedition is the main portion of their program.

What is a Travel Safety Plan?

Each traveler will create a Travel Safety Plan before leaving for their Discovery Expedition. This plan will include a number of pre-trip activities, such as; sharing information about your trip and itinerary with family or friends and establishing how often you would like the host to “check-in” on you and when it is appropriate to reach out to your designated contacts. We are all adults, and everyone is welcome to come and go as they please. However, some travelers may be more cautious than others and the Travel Safety Plan is designed to be flexible to meet you individuals needs. Your plan may look like this:

I will attend the group meals unless otherwise stated and I will be back in the hotel before morning (before 6 am). If I am more than 30-minutes late in the morning or for a group meal, please first call my cell phone or text me and again after 1-hour. If you do not get a response, please contact my designated contact and coordinate with them the appropriate next steps – which will include contacting the local authorities.

Or you may want something less.

I may or may not attend group meals and I may not spend every night with the group at the hotel. If I have not been present for more than 2-days in a row (group meals or slept at the hotel), please call or text me. If you receive no response after 3 attempts, please contact my designated contact and coordinate with them the appropriate next steps.
Our goals with the Travel Ninja programs is to ensure that each participant feels that they are getting the support they need without feeling restrained to enjoy your trip as you see fit. We want all our travelers to feel safe and free.



Choose how you want to pay.

Pay in full

Book Now

Pay for your trip & program in its entirety right from the start and get ready to travel.

Service fee: $0

Payment types: Credit/debit card (Visa, MasterCard)

Pay Monthly

Book Now

This makes paying for your trip easy and convenient. Make easy, monthly payments with absolutely no fees.  Pay the initial deposit and with your monthly payments starting 6-months before your trip departs.

Service fee: $0

Deposit at booking: $200*

Payments: Monthly payments start 6-months before you trip departs. You will be provided with a payment schedule when you sign up for a payment plan.

Payment types: Credit/debit card (Visa, MasterCard).

Final payment deadline: 90 days before your trip departs.

*Deposits are non-refundable.

Trip Facts

  • Lisbon, Portugal
  • July 11 - 18, 2020
  • Min. 4/Max 12
  • Supported Explorer
  • Travel Ninja 101
  • Hotel-Shared Room