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Portugal 

April 23 - 30, 2026

Join Monica Danús from Love is Blind Season 8 and Defined Destinations for an unforgettable journey through two of Portugal’s most iconic cities — Porto and Lisbon. Spend 3 nights in each city exploring the best of Portugal’s food, wine, culture, and coastal charm.

Cruise along the scenic Douro Valley, enjoy curated food and wine tastings, and wander through historic streets lined with colorful tiles. Visit the fairytale palaces of Sintra, experience the soulful sounds of Fado, and enjoy rooftop dinners with breathtaking views.

This trip offers the perfect mix of planned experiences and free time to explore at your own pace — all alongside Monica and a group of fun, like-minded travelers. Come make memories that will last a lifetime!

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Highlights & Inclusions:

  • 3 NIGHTS HOTEL IN CENTRAL PORTO

  • 3 NIGHTS HOTEL IN CENTRAL LISBON

  • DAILY BREAKFAST

  • 12 MEALS

  • FOODIE WALKING TOUR

  • LISBON, PORTO & OBIDOS TOURS

  • 2 WINE TASTINGS

  • LOCAL GUIDE

  • LUNCH NEAR THE DOURO

  • UNESCO DOURO VALLEY

  • UNESCO SITES

  • TUK TUK TOUR OF LISBON

  • LEISURE TIME

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Day 1:
April 23: Fly To Porto, Portugal

Board your overnight flight to Porto, Portugal. If you need assistance with airfare, we're happy to help you find the best options.

Day 2:  Official Tour Start Day
April 24: Arrive In Porto

Upon arrival at Porto Airport, a private transfer will take you directly to our hotel (check in is at 4PM). Take some time to relax, settle in, and explore the city at your own pace. The trip officially begins with a welcome drink hosted by Monica at 5:00 PM in the hotel lobby—a fun and casual way to meet your fellow travelers and kick off our Portuguese adventure together!  For guests arriving early, you are welcome to leave your luggage with the hotel before officially checking in.

Included Meals: Welcome Dinner

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Port

Day 3:
April 25: Port Wine Tasting

This morning we explore the historic center of Porto, including the UNESCO listed Sao Bento train station, Cleri- gos Tower and Lello Bookstore. We'll board a riverboat and explore a portion of the Douro before seeing the six bridges that connect Porto to Vila Nova de Gaia. The remainder of the afternoon is free to explore Porto.

Included Meals: Breakfast, Dinner

Day 4:
April 26: Douro River Valley Day Trip - Wine Tasting

Discover the beauty and tradition of Portugal’s Douro Valley on this day-trip experience. Take in sweeping views of the valley’s terraced vineyards from a scenic pedestrian bridge built on a former railway line. Visit two local wineries for tastings and learn about the region’s long history of wine production, including the world-famous Port. A relaxed regional lunch highlights the flavors of the area, followed by a peaceful boat ride along the Douro River—a route once used to carry wine down to Porto. It’s a day of stunning landscapes, rich culture, and unforgettable flavors.

Included Meals: Breakfast, Lunch 

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Day 5:
April 27: Obidos – Lisbon

Today we leave Porto and make our way to Lisbon, but not without a memorable stop in one of Portugal’s most photogenic towns—Óbidos. Enclosed by medieval stone walls and bursting with charm, Óbidos feels like stepping into a fairytale. Stroll the cobbled streets lined with whitewashed houses draped in bougainvillea, browse local artisan shops, and don’t miss the chance to sample a shot of ginja—Portugal’s signature cherry liqueur—served in a tiny chocolate cup.

After soaking up the magic of Óbidos, we continue on to Lisbon and check into our centrally located hotel, your home for the next three nights. The evening is yours to settle in, explore the neighborhood, or catch your first glimpse of Lisbon’s iconic tilework and pastel buildings as the sun begins to set.

Included Meals: Breakfast, Dinner

Day 6:
April 28: Lisbon City Tour-Tuk Tuk-food Tastings

Get ready for a day that captures the spirit of Lisbon in the most unforgettable way. This morning, hop into a private Tuk Tuk and zip through the city’s vibrant neighborhoods with a local guide. Along the way, you’ll stop for delicious food and drink tastings that highlight Lisbon’s culinary scene—from traditional bites to modern twists. With tile-covered alleys, colorful street art, and sweeping viewpoints, this experience is as fun as it is photo-worthy.

The afternoon is yours to explore at your own pace. Wander into boutique shops, check out a museum, or simply relax at a sidewalk café and soak up the city’s laid-back vibe.

As the sun sets, we’ll gather for a rooftop cocktail overlooking Lisbon’s stunning skyline. Later, enjoy a three-course meal paired with a drink, surrounded by warm breezes and golden-hour views—a perfect way to toast an incredible day in Portugal.
Included Meals: Breakfast, Dinner

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Day 7:
April 29: Sintra & Coastal Portugal

Today is all about jaw-dropping landscapes and iconic Portuguese beauty. We begin with a journey into the lush, forested hills of Sintra—a town that feels like it's been pulled from the pages of a storybook. Our main stop is the breathtaking Palácio da Pena, perched high above the clouds. With its vibrant colors, whimsical architecture, and panoramic views, it’s one of Portugal’s most photographed sights for good reason. While in Sintra, we’ll also grab a warm travesseiro—the town’s beloved pillow-shaped pastry—fresh from a local bakery.

Afterward, we wind our way along the Atlantic coast, passing dramatic cliffs and golden beaches en route to Cascais, a chic seaside village once favored by royalty. You’ll have time to explore its stylish streets, oceanfront promenades, and relaxed coastal vibe.

In the evening, we’ll head to one of Lisbon’s classic venues for dinner and a live Fado performance. This soulful, traditional music captures the heart of Portuguese culture—an emotional and unforgettable end to an extraordinary day.

Included Meals: Breakfast, Farewell Dinner

Day 8:
April 30: Fly Home From Lisbon

Today morning we depart for home with new friends and experiences from our time in Portugal. Or extend your stay in Europe.

Included Meals: Breakfast

Castle

Tour Price:

LAND ONLY

$3999

PER PERSON

(Based on 2 people sharing a room)

SINGLE ROOM - LAND ONLY

$4999

PER PERSON

(Based on 1 person in a room)

Final Payment
December 24, 2025

Trip Deposit

A $500 non-refundable per person deposit is due at time of registration. After final payment, all monies are non-refundable. Travel insurance is available and HIGHLY ENCOURAGED

Room Share

If you’re looking to avoid the single supplement, we’re happy to assist in connecting you with another solo traveler of the same gender who is also open to sharing. Let us know if you’d like to be considered for a roommate match—we’ll introduce you first, and only move forward if both parties agree it’s a good fit.

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