Discover Portugal with Kristin Wilson

Dates

Apr 15–21, 2024

Group Size

8–24 Travelers

Duration

7 days, 6 nights

Activity Level

Adventure

About This Trip

Explore the beauty and culture of Portugal with Kristin Wilson of Traveling with Kristin from April 15-21, 2024. Join Kristin and an intimate group of like-minded travelers to explore the historic streets of Lisbon and stunning sea vistas of the Algarve: Immerse yourself in Lisbon's rich history and architecture; Savor delicious Portuguese wine and cuisine; Relax in charming coastal towns and pristine beaches; Enjoy leisurely-paced, comfortable travel designed for adults with built-in free time for personal exploration. On this trip, you'll enjoy an expertly-crafted itinerary and small group size for a personalized experience. A local guide, accommodation, transportation, and many are meals included. Kristin will also be hosting two bonus travel workshops during the trip. April is among the best times of year to visit Portugal, when you can enjoy mild weather, fewer crowds, and flowers in full bloom (perfect for taking photos!). It's also an ideal time to explore the Algarve before the summer heat arrives. Reserve your place on this unforgettable journey today! The last day to join is February 25, 2024. (Spaces are limited.)
$3,099USD
$3,199USD
Apr 15–21, 2024
7 days
Trip Closed

Meet Your Host

Traveling with Kristin
Traveling with Kristin

Kristin Wilson, also known as Traveling with Kristin on YouTube, is the Author of Digital Nomads For Dummies, the Host of the Badass Digital Nomads Podcast, and the Go Overseas Mentor for International Living. She's here to help you travel the world and live an overseas lifestyle of freedom and fulfillment.

View Full Profile

Trip Activities

  • Lisbon Tuk-Tuk City Tour

  • A Foodie's Intro to Lisbon

  • Lisbon Sunset Cruise

  • Algarve market visit & "petiscos lunch"

  • Carvoeiro’s Caves Boat Tour

  • Seven Hanging Valleys Hike

  • Vineyard Tour & Tasting

Included in Your Trip

  • Double occupancy in 3-star hotels (limited single rooms available)

  • Local Guide throughout trip

  • All city transfers

  • Arrival airport transfer (until 5 pm on first day)

  • Departure airport transfer (morning of last day)

Not Included

  • Flights (except as noted)

  • Food & Alcohol (except as noted)

  • Visas & Travel Insurance

  • Airport Transfers Outside of Designated Times

  • Tips & Gratuity

What's included by Your Host

Private WhatsApp Group

Informal Gathering
Upon registering for this trip, you'll get access to a private WhatsApp group with Kristin where you can chat with fellow travelers, keep in touch, ask questions, and share your excitement about the trip.

Travel Tips Workshop with Kristin

Informal Gathering
Kristin will be hosting a workshop about specific topics to be confirmed among trip attendees prior to departure. Reserve your spot now to vote on your favorite topic for the workshop!

Introduction to Living in Portugal

Informal Gathering
Have you ever thought about moving to Portugal? Get the info you need from experts on the ground in the Algarve. Find out about buying or renting property, applying for residency, daily life in Portugal, and more of your questions answered.

Itinerary

*All durations are approximate

Day 1

Info

Welcome to Portugal, a country full of charming castles, and pristine beaches. Settle in and get ready for an incredible week.

Airport Transfer

35 Mins

TrovaTrip will provide two arrival transfers.

dinner

Get to know the group! Your welcome dinner at a local restaurant is included.

Private WhatsApp Group

Upon registering for this trip, you'll get access to a private WhatsApp group with Kristin where you can chat with fellow travelers, keep in touch, ask questions, and share your excitement about the trip.

Eurostars Lisboa Parque (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/3

Overnight in Lisbon

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Day 2

Info

This morning you will discover Lisbon by taking a city tour by tuk-tuk. You will be picked up in front of the hotel reception to discover some emblematic areas of Lisbon such as Alfama, Graça, or the viewpoint of Senhora do Monte. The tour will end in Lisbon center. After this first contact and accompanied by your tour Guide, there will be a small tourist and gastronomic tour of the city of Lisbon: while walking around the city, you will have the chance to taste the famous "Pastel de Bacalhau" as well as the ginja liqueur. We will stop for lunch at a local restaurant. After lunch, the gastronomic tour will continue, ending with the tasting of the famous "Pastéis de Nata". Enjoy some free time in Lisbon and then embark on a cruise that will allow you to discover the sunset of the city.

breakfast

Breakfast at the hotel is included.

Lisbon Tuk-Tuk City Tour

1 Hour

Hop in a tuk-tuk that will help you traverse Lisbon's hills and explore the city. Please note: tuk-tuks are limited to 6 people, so your group will be using multiple.

A Foodie's Intro to Lisbon

1 Hour 30 Mins

Join your Guide as they take you to some of their favorite spots in Lisbon to enjoy some local snacks. End the tour with lunch at a traditional restaurant.

lunch

Lunch at a local restaurant is included.

Lisbon Sunset Cruise

1 Hour 30 Mins

Hop aboard a shared cruise and admire some of the most stunning views of the city of Lisbon.

Eurostars Lisboa Parque (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 2/3

Overnight in Lisbon

Show DetailsHide Details
Day 3

Info

Today you will not have any scheduled activities with the group, discover the city on your own!

breakfast

Breakfast at the hotel is included.

Travel Tips Workshop with Kristin

Kristin will be hosting a workshop about specific topics to be confirmed among trip attendees prior to departure. Reserve your spot now to vote on your favorite topic for the workshop!

Eurostars Lisboa Parque (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 3/3

Overnight in Lisbon

Show DetailsHide Details
Day 4

Info

Today you will leave the city for the Algarve. First, you will discover the gastronomy of the south of the country, visiting a local market and tasting some local specialties (tasting of Portuguese petiscos in a local restaurant). Then you will go to Carvoeiro and Benagil for a kayak tour to admire the amazing coast of this region and its famous caves.

breakfast

Breakfast at the hotel is included.

Algarve market visit & "petiscos lunch"

1 Hour

Go with your Guide to discover and taste some of the local products from this region.

Carvoeiro’s Caves Boat Tour

2 Hours

During your boat ride along the breathtaking Algarve coast, you will explore the interior of fascinating caves, encounter hidden beaches, rock formations that will forever unite you in a set of unforgettable experiences that can only be hold when you are this close to nature.

Lagoa Apartment Hotel (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/2

Overnight in the Algarve

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Day 5

Info

Today you will experience the rugged beauty and taste the delicious culture of the Algarve. You will start the day by hiking the Seven Hanging Valleys then head to a local farm and vineyard for a tour and tasting.

breakfast

Breakfast at the hotel is included.

Seven Hanging Valleys Hike

4 Hours

Seven Hanging Valleys Trail is an 11.9-kilometer moderately trafficked out-and-back trail located near Armação de Pêra. This route follows along the edges of coastal cliffs where you will be able to take in the surrounding ocean views. Length: 7.5 miles / Duration: 4 hours / Elevation Gain: 1293 feet / Difficulty: Moderate

Vineyard Tour & Tasting

1 Hour 30 Mins

You will visit a local farm and vineyard and take a tour of the estate and enjoy a tasting.

Introduction to Living in Portugal

Have you ever thought about moving to Portugal? Get the info you need from experts on the ground in the Algarve. Find out about buying or renting property, applying for residency, daily life in Portugal, and more of your questions answered.

Lagoa Apartment Hotel (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 2/2

Overnight in the Algarve

Show DetailsHide Details
Day 6

Info

Today you will transfer back to Lisbon. The afternoon will be free and at leisure. In the evening, you will meet with the group for a final farewell dinner.

breakfast

Breakfast at the hotel is included.

Eurostars Lisboa Parque (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/1

Overnight in Lisbon

Show DetailsHide Details
Day 7

Info

All good things must come to an end! You'll transfer to the airport and bid farewell for now.

breakfast

Breakfast at the hotel is included.

Airport Transfer

35 Mins

TrovaTrip will provide two transfer to Humberto Delgado Airport (LIS).

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Physical Activity Level:Adventure

These trips are great if you want to get moving. These itineraries may include scenic hikes and/or exercise. A moderate level of fitness is required to enjoy these trips.

Cancellation Policy

We get it—life happens. Here's how cancellations work depending on where you're at in the process:

Spot Pending

100% refundable
Not confirmed yet? No worries. You can cancel at any time for a full refund.

Spot Confirmed With 91 or More Days Before Your Trip

Partially refundable + credit towards a future trip
You'll receive a future trip credit for the amount of your down payment (minus a $100 cancellation fee per Traveler). This trip credit is valid for one year from the date it is issued. Additionally, any payments made beyond the original 25% down payment will be refunded to your original form of payment.

Spot Confirmed With 90 or Fewer Days Before Your Trip

Non-refundable
At this point, all payments are non-refundable because your experience is already in motion behind the scenes. By this time, our operating partners will be working with local businesses to secure your accommodations and finalize your activities.

HIGHLY RECOMMENDED: Protect Your Adventure-Invest in Peace of Mind

We strongly encourage purchasing travel insurance with trip cancellation coverage to safeguard your investment. With travel insurance, you're covered in case of unexpected events—from illness to emergencies—that could affect your plans. Life is unpredictable, but your dream trip doesn't have to be.

After booking, you'll receive a personalized recommendation for coverage tailored to your trip. For full details on our cancellation policy, please refer to our Terms & Conditions.

Join 30,000 Travelers Who've Booked With TrovaTrip

Explore the world with confidence. You're in great company!

Flexible Payment Options

Reserve your spot with just 25% down, pay in full, or apply for a payment plan at booking. Your dream trip, your way.

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FAQ

Traveling with TrovaTrip

What's it like to travel on a Trova Trip?

Trova Trips are curated group travel experiences designed to help you see the world, meet new people, and connect over shared interests. Each trip is hosted by a community leader you know and trust, and run by professional local Operators who handle the logistics. Expect meaningful experiences, authentic activities, and a like-minded group to share it all with.

What's the difference between the Host, the Operator, and Trova?

Great question! Each plays a key role in bringing your experience to life:

  • The Host is your community leader who brings the group together, fosters connection, and perhaps leads a workshop or two. They're there to bring the vibes, not the logistics. That's the Tour Operator's job.
  • The Operator is the professional travel company that runs the trip on the ground. They handle it all—accommodations, local Guides, activities, and safety. Every Operator we partner with is licensed, insured, and vetted to deliver high-quality group travel.
  • TrovaTrip is the platform who connects it all. We help design the trips, partner with Hosts with Operators, and support you before and during your journey to ensure everything runs smoothly.

In short: The Host brings the vibe, the Operator runs the trip, and we make it all happen. Read more about who does what here.

I'm nervous to book. How can I feel more confident?

First, let us say—it's totally understandable, and you're not alone! Travel can feel intimidating, but we built Trova to take the guesswork out of group travel and earn your trust every step of the way:

    • Every trip is run by licensed Tour Operators with vetted local Guides.
    • Hosts are there to foster connection, meaning you'll arrive solo but never feel alone.
    • Itineraries are clearly outlined so you know what to expect, including activity level, example accommodations, and what's included.
    • Our team is available to support you pre-departure, and Operators—plus your local Guide—are on the ground to assist during the trip. And rest assured, all our Operating partners are trained in crisis management.
    • We always recommend travel insurance for extra peace of mind, whether you're traveling with Trova or solo. It can cover medical issues, lost luggage, or even cancellations.

We know it takes trust to book a trip with new people, and we're here to make sure you feel ready, supported, and excited!”

Can I book solo?

Absolutely! As of 2025, almost 84% of TrovaTrip Travelers go solo. (And yes, we may be a little biased, but we think group travel is one of the best ways to meet new people!) You'll have your own bed and the option to book a private room on most trips. Plus you'll be traveling with others who are just as excited to explore and connect.

What if I need to cancel?

We understand that life happens. Our cancellation policy is designed to provide flexibility while balancing the logistics of group travel:

  • Spot pending100% refundable. Not confirmed yet? No worries. You can cancel at any time for a full refund.
  • Spot confirmed with 91 or more days before your tripPartially refundable + credit towards a future trip. You'll receive a future trip credit for the amount of your down payment (minus a $100 cancellation fee per Traveler). This trip credit is valid for one year from the date it is issued. Additionally, any payments made beyond the original 25% down payment will be refunded to your original form of payment. 
  • Spot confirmed with 90 days or fewer before your tripNon-refundable. At this point, all payments are non-refundable because your experience is already in motion behind the scenes. By this time, our operating partners will be working with local businesses to secure your accommodations and finalize your activities.

HIGHLY RECOMMENDED: Protect Your Adventure–Invest in Peace of Mind
We strongly encourage purchasing travel insurance with trip cancellation coverage to safeguard your investment. With travel insurance, you're covered in case of unexpected events–from illness to emergencies–that could affect your plans. Life is unpredictable, but your dream trip doesn't have to be.

After booking, you'll receive a personalized recommendation for coverage tailored to your trip. For full details on our cancellation policy, please refer to our Terms & Conditions.

What's included in the trip cost?

Most trips include accommodations, daily activities, ground transportation, some meals, and a dedicated local Guide. Because Travelers are coming from all around the world, flights to and from your destination are not included. Each trip page breaks it all down for you.

Will I have free time?

Yes! While we pack in incredible experiences, most itineraries include built-in free time so you can relax, wander, or check out personal must-sees.

What do the activity levels mean?

Every trip has a physical Activity Level from 1 to 5 so you can find the right fit for your travel style:

  • Level 1 – Relax + Unwind: Minimal movement (spa days, beach lounging, local markets)
  • Level 2 – Low-Key Movement: Light, easy-paced activity (snorkeling, boat tours, gentle hikes)
  • Level 3 – Moderate Activity: Ready to move (multi-day hikes, skiing, camping)
  • Level 4 – Get Your Heart Rate Up: More intense movement (long hikes, biking, active days)
  • Level 5 – Extreme Adventure: High-adrenaline travel (challenging hikes, dives, technical climbs – experience may be required)

You'll find the Activity Level clearly listed on each trip page, and a more in-depth explanation of each level here.

Who can I contact with more questions?

Our support team is here to help! Visit trovatrip.com/company/contact-us to reach out. You can expect to hear back within 2 business days, but probably sooner—our Trova elves are pretty speedy!

Accommodations

What does "or similar" mean next to the accommodations?

When we say “or similar,” it means the hotel listed is an example of what you can expect—not always the exact spot you'll be staying. Sometimes Operators adjust accommodations due to seasonal availability or group size. But rest assured: the quality and comfort will match what's shown.

Why would the accommodations change from time of booking?

Flexibility allows Operators to choose the best-fit accommodations closer to your trip—based on availability, logistics, and what works best for the group (like the number of Travelers and room configurations). This ensures a smooth experience without sacrificing comfort or quality.

Finalized hotel info is typically shared about 30 days before departure in your Traveler Portal, along with your final itinerary.

Trip Operations & Compliance

Who actually runs my trip, and how does Trova keep things safe?

Your trip is operated by licensed, certified Tour Operators who manage all trip logistics and safety—from accommodations and local Guides and day-to-day logistics. All trips comply with local legal and regulatory standards. We vet each Operating partner carefully so you can travel with confidence.

Who do I talk to if I have questions about safety or compliance?

If you have any questions about safety protocols or trip compliance, reach out to us at safety@trovatrip.com. We're here to help.

General Travel Questions

Do I need any documentation to travel?

It depends on where you're headed. Though it is not a universal requirement, many countries require that your passport be valid for at least six months beyond your arrival date. This ensures Travelers have sufficient time to return home even if their visas are extended or if unexpected circumstances arise. 

Some destinations may also require a visa. Check our visa page to consult your country's travel resources.

Do I need any vaccines?

It's always best to check with your healthcare provider or a travel doctor before your trip. You can also visit the CDC website (or your local government's travel health resource) for destination-specific vaccine guidance. Health and safety first!

Are flights included in the trip cost?

Because our Hosts and Travelers are coming from all around the world, flights to and from your destination are not included. Some trips include internal flights (like a short domestic hop), and those details will always be listed on the trip page if applicable.

Can you accommodate my dietary needs?

We’ll do our very best! Our Operators aim to accommodate dietary restrictions, though availability varies by destination. For example, some places offer plenty of vegan and vegetarian choices, while others might be quite limited. The earlier you let us know—through your trip form or by contacting our support team—the better we can prepare. Once you arrive, be sure to remind your local Guide about any allergies or restrictions so they can help you enjoy your meals safely and comfortably.