PORTUGAL- JUNE 2027

13 Days / 12 Nights

Through Porto, Lisbon & the Algarve Coast

Join us as we explore some of the most beautiful and culturally rich regions of Portugal on a carefully planned 13-day adventure through Porto, Lisbon, Sintra, and the Algarve Coast.

This is not a large commercial tour. This is a small-group hosted travel experience planned personally by Cathy and Pamela for travelers who want the freedom to explore without the pressure of a rigid tour schedule.

Our goal is simple: create an unforgettable international experience that blends structure, flexibility, culture, food, scenery, and free time to enjoy Portugal at your own pace.

Trip Overview

Tentative Travel Dates: June 2027
Length: 13 Days / 12 Nights
Group Size: Maximum of 16 Travelers
Hosted By: Cathy Underhill & Pamela Cassube

This trip includes a combination of:

  • Hosted group experiences

  • Curated excursions

  • Independent free time

  • Flexible scheduling

  • Comfortable accommodations

  • Transportation for included activities

Whether you want to join every activity or simply use the trip as a comfortable way to travel internationally with a built-in support system, this experience is designed to give travelers options.

Day 1

Overnight Flight to Portugal

Depart the United States on an overnight international flight to either Lisbon or Porto depending on airfare and flight availability.

Day 2

Arrival in Portugal → Porto

Arrive in Portugal and transfer to Porto if needed. Check into the hotel and settle in after the overnight flight.

Day 3

Porto

Explore Porto, one of Europe’s most charming riverside cities known for:

  • Historic architecture

  • Colorful waterfront streets

  • Famous port wine

  • Cafés and local markets

  • Scenic river views

Free time available for independent exploration.

Day 4

Douro Valley Day Trip

Spend the day exploring the breathtaking Douro Valley, one of the oldest wine regions in the world.

Included:

  • Guided wine experience

  • Traditional lunch

  • Scenic Douro River cruise

  • Vineyard and countryside views

Day 5

Porto → Lisbon with Stops in Aveiro & Óbidos

Travel south toward Lisbon with scenic stops along the way.

Possible highlights include:

  • Aveiro’s canals and colorful boats

  • Medieval streets of Óbidos

  • Coastal scenery and local shops

Arrive in Lisbon and check into the hotel.

Days 6–8

Lisbon

Enjoy several days exploring Portugal’s vibrant capital city.

Included activities may include:

  • Lisbon Food & Wine Tour

  • Portuguese Cooking Class

Free time can be used to:

  • Ride Lisbon’s historic trams

  • Visit castles and viewpoints

  • Explore local neighborhoods

  • Shop, dine, or relax

Day 9

Sintra Day Trip

Take a full-day excursion to the fairytale town of Sintra.

Included highlights:

  • Pena Palace

  • Quinta da Regaleira

  • Scenic mountain views

  • Possible stop in Cascais

This day combines history, architecture, gardens, and coastal beauty.

Days 10–12

Algarve Coast

Travel south to Portugal’s famous Algarve region, likely staying in either Faro or Lagos.

The Algarve is known for:

  • Dramatic coastal cliffs

  • Crystal-clear beaches

  • Charming seaside towns

  • Relaxed atmosphere

Included:

  • Benagil Cave coastal boat excursion

Plenty of free time available for:

  • Beach days

  • Shopping

  • Boat tours

  • Restaurants and nightlife

  • Relaxation along the coast

Day 12

Return to Lisbon

Transfer back to Lisbon in preparation for departure.

Day 13

Flight Home

Depart Portugal and return to the United States.

Included Highlights

Your trip package is planned to include:

Hotels

  • Flights

  • 3 nights Porto

  • 5 nights Lisbon

  • 4 nights Algarve Coast

Excursions & Activities

  • Douro Valley wine tour

  • Traditional lunch in the Douro Valley

  • Douro River cruise

  • Lisbon food & wine tour

  • Lisbon cooking class

  • Sintra / Pena Palace / Regaleira excursion

  • Possible Cascais visit

  • Benagil Cave coastal boat excursion

Transportation

  • Transportation to and from included group activities

  • Transfers between major regions listed in itinerary

Not Included

The following are not included in the trip cost:

  • Travel insurance

  • Meals not specifically listed

  • Tips and gratuities

  • Personal spending

  • Independent transportation during free time

  • Optional activities not listed in itinerary

Pricing Information

Estimated cost $5,000 (based on double occupancy)

Final pricing is still being developed and will depend on:

  • Airfare at the time of booking

  • Final hotel selections

  • Group size and group-rate eligibility

  • Transportation costs

  • Activity confirmations

Our philosophy when planning trips is simple:

“The more money we save, the more places we can go.”

We focus on creating meaningful travel experiences while keeping costs as reasonable as possible.

Important Notes

  • This is a hosted small-group trip and not a large commercial tour

  • Space is extremely limited

  • Travelers should be comfortable walking and navigating historic cities

  • A valid passport will be required

  • Travel insurance is strongly recommended

    Interested in Joining Us?

If you are seriously interested in this trip, please contact us so we can begin building our traveler list and working on more accurate pricing estimates.

The earlier we establish group numbers, the more effectively we can secure group pricing rates for hotels, transportation, and activities. This helps us provide the most realistic and affordable pricing possible for everyone interested in traveling with us.

Because this is a small-group hosted experience, space will be extremely limited.

To Reserve Your Spot

A nonrefundable $100 deposit is required to hold your place on the trip.

This deposit allows us to begin:

  • Confirming group interest

  • Securing reservations

  • Negotiating group rates

  • Finalizing trip logistics

Estimated Monthly Payment Schedule

Estimated payments are based on an approximate trip total and will vary slightly depending on final pricing and the month your deposit is received.

Deposit Month # of Payments Est. Monthly Payment

May 2026 12 Payments $408/month

June 2026 11 Payments $445/month

July 2026 10 Payments $490/month

August 2026 9 Payments $545/month

September 2026 8 Payments $613/month

October 2026 7 Payments $700/month

November 2026 6 Payments $817/month

December 2026 5 Payments $980/month

January 2027 4 Payments $1,225/month

The earlier you reserve your spot, the lower the monthly payment amount will be.

Refund Policy

  • The initial $100 deposit is nonrefundable

  • Once flights and hotel accommodations are booked, those portions of the trip also become nonrefundable

This is because airfare and accommodations are secured using group pricing and advance reservations that cannot be recovered without impacting the rest of the group.

However, outside of those nonrecoverable expenses, we are happy to refund any remaining payments made if an emergency arises and you are unable to attend the trip.

Travel Insurance

Travel insurance is strongly recommended to help protect your investment in the event of:

  • Illness

  • Family emergencies

  • Flight disruptions

  • Unexpected cancellations

  • Other unforeseen circumstances

Next Steps

If you would like to move forward:

  • Contact us directly

  • Submit your deposit to reserve your space

  • Get officially added to the traveler list

We are intentionally keeping this trip small to create a more relaxed, flexible, and personal travel experience for everyone involved.