Bookings are now open · 2027 & 2028 seasonGroup Hosted Trips · Reduced deposit of $299 per person · through Friday, October 9 at 11:59 PM PacificEvery trip, every departure · Browse the seasonBookings are now open · 2027 & 2028 seasonGroup Hosted Trips · Reduced deposit of $299 per person · through Friday, October 9 at 11:59 PM PacificEvery trip, every departure · Browse the seasonFOR TRAVEL AGENTS
CAVIAR IN THE AIRView Schedule

Europe · 7 Days

The Portugal Experience

Your Old World Charm Era

Get ready to sip, savor, and slay through Portugal's most exquisite wine country. This isn't just a trip—it's main character energy meets old-world elegance. Discover the African heritage woven through Lisbon's soul, indulge in sommelier-curated wines at stunning vineyards, and let the Tivoli Avenida Liberdade spoil you in five-star luxury. Come for the wine, stay for the culture, leave transformed. Then a first-class train carries you north to Porto and the Douro Valley, where the second half of the week is port, river and a farewell at The Yeatman.

Dates

Private Trip

Duration

7 Days

Where

Lisbon & Porto, Portugal

Travel with

Your own crew, privately

Waitlist for a Group TripPlan a Private TripDownload the brochureThe Portugal Experience
Lisbon & Porto, Portugal. A past Caviar in the Air journey.

Real snaps online · Portugal

Straight from our travelers' feeds.

Real posts from people who traveled with us, tagged #uitalportugal.

Traveled with us? Tag #uitalportugal to be featured.

Watch Film

Sound on.

Where we go

3 stops · 7 days

LisbonPortoPortugal

Accommodations

Where You'll Stay

Tivoli Avenida Liberdade Lisboa

Tivoli Avenida Liberdade Lisboa

A Leading Hotel of the World, the Tivoli Avenida Liberdade Lisboa reigns as one of Lisbon's most prestigious addresses. This grand five-star property blends old-world Portuguese elegance with contemporary luxury, featuring refined accommodations, a legendary rooftop bar with panoramic city views, and an award-winning spa. Located on Lisbon's most elegant boulevard, it's the perfect base for exploring the city's rich culture and vibrant dining scene.

The Rebello, Porto

In the heart of Porto's historic Vila Nova de Gaia, The Rebello is contemporary luxury woven into a restored nineteenth-century port wine warehouse. Soaring ceilings and original stone walls in every room and suite, interiors that honour Porto's wine heritage, an infinity pool looking over the Douro, a wellness centre, and a restaurant that celebrates regional Portuguese cooking.

A Sample Journey

A Sample Day-by-Day

This is a private trip, planned around your dates and your people, so every day below is a starting point rather than a schedule. Book a call and we will make it yours.

Day 01Dinner

Touch Down in Lisbon—Afro-Lisbon Stories & an Angolan Table

Touch down in Lisbon, where you are met at the airport and driven to the Tivoli Avenida Liberdade, one of the city's grandest addresses. By late afternoon you are walking: an exclusive guided tour of Lisbon's African heritage, from the pioneering Black women of Avenida da Liberdade to the Moorish palace of Casa do Alentejo, a glass of ginginha at Largo de São Domingos and the Church of the Black Brotherhood, and the Black women entrepreneurs of Rossio Square. Dinner is at Casa de Angola: Angolan-Portuguese fusion, moamba chicken and fish calulu, with wine.

  • Private airport transfer
  • Afro-Lisbon walking tour
  • Angolan-Portuguese dinner at Casa de Angola
Touch Down in Lisbon—Afro-Lisbon Stories & an Angolan Table
Day 02Breakfast · Dinner

Lisbon, Your Way—Then a Modern Portuguese Table

A slow breakfast at the hotel, then the day is yours. If you want it, a morning of shopping and a private wine tasting in Lisbon led by our wine expert is on offer as an optional experience. Tonight the group gathers again for a multi-course dinner at Taberna Moderna, one of our favourite local spots for a modern twist on Portuguese cooking, with expertly paired wines throughout.

  • Free morning in Lisbon
  • Optional shopping and wine tasting
  • Multi-course dinner at Taberna Moderna
Lisbon, Your Way—Then a Modern Portuguese Table
Day 03Breakfast · Lunch · Dinner

Wine Country Dreams—Two Quintas and a Rooftop

Out of the city to Quinta de Chocapalha near Óbidos, where wine has been made since the sixteenth century and Sandra Tavares, one of Portugal's leading women winemakers, sets the pace: a premium tasting and a paired lunch at the estate, then time in the winery shop. The afternoon is Quinta de Sant'Ana at Gradil, recently converted to organic viticulture, for a six-wine tasting with gourmet tapas. Back in Lisbon, dinner at SEEN, the rooftop with the panoramic view.

  • Quinta de Chocapalha tasting and lunch
  • Quinta de Sant'Ana organic tasting
  • Rooftop dinner at SEEN
Wine Country Dreams—Two Quintas and a Rooftop
Day 04Breakfast · Dinner

North to Porto—First Class, Then Dinner at Home

Bags go down to the driver after breakfast, and at Oriente station you board the first-class fast train to Porto: the Portuguese countryside, Coimbra, and a stretch of Atlantic coast before the city. Your driver meets you at the station. Check in at The Rebello in Vila Nova de Gaia, a restored nineteenth-century port wine warehouse turned boutique hotel, with an infinity pool over the Douro. Tonight's dinner is hosted at the hotel's Pot & Pan restaurant.

  • First-class train Lisbon to Porto
  • The Rebello check-in
  • Hosted dinner at Pot & Pan
North to Porto—First Class, Then Dinner at Home
Day 05Breakfast · Lunch

The Douro Valley—Port, a Michelin Table and a Rabelo Boat

A two-hour drive up the Douro to Quinta do Bomfim in Pinhão, Dow's historic estate, for a private visit and the Estate Vintages tasting of quinta vintage ports. Lunch at Bomfim 1896 by Michelin-starred chef Pedro Lemos, paired with estate wines on the riverside. Then an hour on the river aboard a traditional Rabelo boat, and a private tasting at Quinta dos Murças, an organic winery across eight terroirs in the heart of the DOC. Back to Porto for a free evening in Gaia; your concierge will book you a table.

  • Quinta do Bomfim vintage port tasting
  • Lunch by Michelin-starred Pedro Lemos
  • Private Rabelo boat cruise
  • Quinta dos Murças tasting
The Douro Valley—Port, a Michelin Table and a Rabelo Boat
Day 06Breakfast · Dinner

World of Wine—and a Farewell at The Yeatman

A morning at the World of Wine museum in Gaia, a tour built around the history and craft of Portuguese wine. The afternoon is yours: the riverside, the port lodges, a last walk across the Dom Luís bridge. Dress up for the evening. The farewell dinner is at The Yeatman, Porto's most prestigious wine hotel: langoustine and veal tartare, black pork with clams, chocolate and pistachio, coffee and mignardises, with a drinks selection included.

  • World of Wine museum tour
  • Free afternoon in Porto
  • Farewell dinner at The Yeatman
World of Wine—and a Farewell at The Yeatman
Day 07Breakfast

Until Next Time, Beautiful Soul!

A last breakfast at The Rebello with the Douro below you, then your private transfer to Porto airport. You arrived for the wine; you leave with two cities, two valleys and a table full of new friends.

  • Final breakfast in Porto
  • Private transfer to Porto airport
  • Departure
Until Next Time, Beautiful Soul!

The Details

Your Investment

Pricing

Private trip · quoted for your group

Join the waitlist and we will be in touch to plan it around your dates and your group.

What's Included in Your Experience

Curated for You

  • 3 nights at Tivoli Avenida Liberdade Lisboa (5-star)
  • 3 nights at The Rebello, Porto (5-star)
  • Daily breakfast at the hotel
  • Afro-Lisbon walking tour tracing the African diaspora
  • Angolan-Portuguese dinner at Casa de Angola, with wine
  • Multi-course dinner at Taberna Moderna, with paired wines
  • Lisbon wine day: Quinta de Chocapalha tasting and lunch, Quinta de Sant'Ana tasting with tapas
  • Rooftop dinner at SEEN
  • First-class fast train from Lisbon to Porto
  • Hosted dinner at Pot & Pan, The Rebello
  • Douro Valley day: Quinta do Bomfim vintage port tasting, lunch by Michelin-starred Pedro Lemos, private Rabelo boat cruise, Quinta dos Murças tasting
  • World of Wine museum tour in Porto
  • Farewell dinner at The Yeatman, with drinks selection
  • Transportation for all hosted activities
  • Private airport transfer on arrival in Lisbon and departure from Porto
  • Hosted by a Wine Expert
  • Pre-trip concierge for spa, restaurants, and upgrades
  • In-trip private chat concierge support

Not Included

  • Round-trip airfare to and from Portugal
  • Required Travel Medical Insurance
  • Optional tours (available for purchase after booking)
  • Tips for Tour Leader, Guides and Drivers
  • Passport or Visa Processing Fees
  • Expenses for vaccines that may be required
The Portugal Experience

Make it yours

Want This Magic on Your Own Terms?

Love what you see but the dates don't work? Want to bring your own crew and make it a private affair? Say less. We'll recreate this entire experience tailored to YOUR timeline, YOUR people, YOUR vibe. Same incredible moments, completely customized for you.

Waitlist for a Group TripPlan a Private TripDownload the brochure

Words From Our Travelers

What travelers say about Caviar in the Air

Read more traveller reviews

"I have been on trips before with other groups. This was the most professional and best put together of all of them. I learned a lot about wine, travel, life abroad, and myself on this trip. All those things combined made it so worth every penny."

Heather Hunter

Luxury Travel

"I've traveled to many destinations before - some of which I have revisited. But, I always experience something new & exciting, and see things through a different lens. It's exactly the kind of luxury and FABULOUSNESS that every discriminating traveler deserves - delivered SEAMLESSLY - EVERY TIME!"

Lana Fountain

Luxury Travel

"I am a happy member of this tribe and always eager to support Claire and her team! I love them all! The mere fact that clearly they are committed to ensuring that every detail of our travel experience is on point is always evident."

Deborah Renee Smith

Luxury Travel

Got Questions?

Frequently Asked Questions

Keep the Energy Going

More Trips for Your Bucket List

The Egypt ExperienceCairo, Luxor & Aswan, Egypt

The Egypt Experience

9 Days
The Ghana ExperienceAccra & Cape Coast, Ghana

The Ghana Experience

8 Days
The Dubai ExperienceDubai

The Dubai Experience

8 Days