The Top 8 Holiday Destinations to Book in 2026

The Top 8 Holiday Destinations to Book in 2026

Lisbon at sunset
Travel Happy • 2026 Travel Guide

The Travel Happy 8

Eight extraordinary places. Eight very different trips. Here’s where your travel budget can take you in 2026.
Top Holiday Destinations to Book in 2026 • 12 min read

If 2026 has proven anything, it is that people are not giving up their holidays. They are simply getting smarter about where, when and how they travel.

Europe remains enormously popular, Japan continues to pull travelers from around the world, and destinations offering strong value, great food and memorable experiences are gaining ground. Eastern European cities in particular are attracting attention for culture and affordability, while Portugal remains a compelling choice for American travelers.

There is one important wrinkle for travelers booking the remainder of 2026: airfare can take a larger bite out of the budget. That makes choosing a destination where your money goes further once you arrive especially important.

All prices are approximate 2026 planning ranges in U.S. dollars. Hotel and airfare pricing changes by dates, departure city, demand and how far ahead you book.
01
Europe

Lisbon

Portugal · 38.7223° N · 9.1393° W
Best for: Food · architecture · history · nightlife · value
Lisbon at sunset
Lisbon, Portugal

Lisbon has gone from being one of Europe’s better-kept secrets to one of its most desirable city breaks. The city delivers nearly everything travelers want from Europe: cobblestone streets, colorful buildings, centuries of history, waterfront views, incredible food and easy day trips.

It is also a city made for wandering. Start walking and you will inevitably find tiled facades, a neighborhood bakery, a tiny wine bar or a viewpoint looking across Lisbon’s red rooftops.

Don’t miss

  1. 01
    AlfamaLisbon’s oldest neighborhood, best explored slowly and revisited after dark for fado.
  2. 02
    Belém TowerA landmark of Portugal’s maritime history.
  3. 03
    Jerónimos MonasteryExtraordinary Manueline architecture.
  4. 04
    São Jorge CastleHistoric walls and some of the city’s best views.
  5. 05
    SintraA day trip for Pena Palace and Quinta da Regaleira.
  6. 06
    CascaisBeaches, seafood and a relaxed coastal escape.
“Choose the trip that gives you more experience for every dollar, not simply the cheapest airfare.”
02
Asia

Tokyo

Japan · 35.6762° N · 139.6503° E
Best for: Food · culture · technology · shopping · first-time Asia
TOKYOAncient rhythm · electric future

Few destinations combine the ancient and futuristic as effortlessly as Tokyo. Spend the morning at a centuries-old temple, eat sushi for lunch, browse a ten-story electronics store and finish the evening above one of the world’s most spectacular skylines.

Tokyo also works remarkably well for travelers visiting Asia for the first time. Public transportation is excellent, neighborhoods are distinctly different and the city rewards both obsessive planning and spontaneous wandering.

Don’t miss

  1. 01
    Shibuya CrossingSee the famous scramble from street level and above.
  2. 02
    Senso-ji TempleTokyo’s oldest Buddhist temple.
  3. 03
    Meiji ShrineA calm forested counterpoint to Harajuku.
  4. 04
    Tsukiji Outer MarketSeafood, sushi and street food.
  5. 05
    teamLabImmersive digital art and sensory installations.
  6. 06
    Fuji or HakoneA classic day trip when the weather cooperates.
03
Europe

Kraków

Poland · 50.0647° N · 19.9450° E
Best for: History · architecture · food · outstanding value
Krakow Main Square
Kraków, Poland

If you love European cities but increasingly dislike European prices, Kraków deserves serious consideration. Medieval squares, church towers, castles, narrow streets and cafes inside historic buildings deliver the Europe many travelers imagine, generally at a lower cost than major Western European capitals.

Don’t miss

  1. 01
    Rynek GłównyThe enormous medieval Main Market Square.
  2. 02
    St. Mary’s BasilicaOne of Poland’s most recognizable churches.
  3. 03
    Wawel Royal CastleA magnificent complex above the Vistula.
  4. 04
    KazimierzHistory, restaurants, nightlife and Jewish heritage.
  5. 05
    Wieliczka Salt MineUnderground chambers and chapels carved into salt.
  6. 06
    Auschwitz-Birkenau MemorialA deeply important memorial and place of education, approached with respect.
04
North America

Mexico City

Mexico · 19.4326° N · 99.1332° W
Best for: Food · art · nightlife · shorter trips from the U.S.
Mexico City
Mexico City, Mexico

Mexico City deserves to be treated as one of the world’s great cultural capitals, not simply a convenient weekend destination from the United States. It is one of the planet’s best food cities, filled with museums, historic neighborhoods, architecture, parks, markets and an extraordinary restaurant scene.

Don’t miss

  1. 01
    Centro Histórico & ZócaloMexico City’s monumental historic heart.
  2. 02
    Museo Nacional de AntropologíaOne of the world’s great anthropology museums.
  3. 03
    Chapultepec ParkMuseums, lakes, gardens and a hilltop castle.
  4. 04
    Roma NorteCafes, restaurants, cocktails and tree-lined streets.
  5. 05
    Frida Kahlo MuseumCasa Azul in Coyoacán, book ahead.
  6. 06
    TeotihuacánAn extraordinary archaeological day trip.
05
Africa

Cape Town

South Africa · 33.9249° S · 18.4241° E
Best for: Scenery · wine · food · beaches · adventure
Cape Town aerial view
Cape Town, South Africa

There are not many cities where you can hike a mountain in the morning, visit vineyards in the afternoon and watch the sunset over the ocean before dinner. Cape Town is one of them. Table Mountain dominates the skyline, while the Atlantic coastline wraps around beaches, cliffs and dramatic neighborhoods.

Don’t miss

  1. 01
    Table MountainRide the cableway or hike, depending on conditions.
  2. 02
    Cape PointA spectacular peninsula drive.
  3. 03
    Boulders BeachHome to an African penguin colony.
  4. 04
    Robben IslandImportant South African history and memory.
  5. 05
    StellenboschOne of the country’s major wine regions.
  6. 06
    FranschhoekVineyards, restaurants and an easy overnight addition.
06
Asia

Bali

Indonesia · 8.3405° S · 115.0920° E
Best for: Relaxation · wellness · beaches · affordable luxury
Bali rice terraces and coast
Bali, Indonesia

Bali has been famous for decades, but there is a reason people keep returning. Few destinations make it so easy to move between beach resorts, rice terraces, temples, wellness retreats and sophisticated restaurants. The key is understanding that Ubud, Canggu, Uluwatu, Seminyak and Nusa Dua offer very different trips.

Don’t miss

  1. 01
    UbudRice terraces, temples, yoga, spas and jungle scenery.
  2. 02
    UluwatuCliffs, beaches, temple views and sunset.
  3. 03
    Tirta EmpulA significant Balinese Hindu water temple.
  4. 04
    Mount BaturPopular sunrise hiking territory.
  5. 05
    Nusa PenidaDramatic coastal scenery offshore.
  6. 06
    Tanah LotOne of Bali’s iconic temple settings.
07
Europe

Dubrovnik

Croatia · 42.6507° N · 18.0944° E
Best for: Mediterranean scenery · history · swimming · islands
Dubrovnik old town on the Adriatic
Dubrovnik, Croatia

Dubrovnik has one of Europe’s most spectacular settings. The fortified Old Town appears almost suspended between mountains and the Adriatic Sea. Walk the medieval walls in the morning, swim in brilliant blue water in the afternoon and eat seafood beside a stone alleyway in the evening.

Don’t miss

  1. 01
    City WallsThe classic full circuit above the Old Town.
  2. 02
    Old TownStradun, churches, monasteries and side streets.
  3. 03
    Fort LovrijenacA dramatic fortress outside the western wall.
  4. 04
    Mount SrđPanoramic views over Dubrovnik and the islands.
  5. 05
    Lokrum IslandA quick boat ride for swimming and walking.
  6. 06
    Elafiti IslandsIdeal for a day on the water.
08
North America

Montréal

Canada · 45.5019° N · 73.5674° W
Best for: Food · festivals · architecture · easy international escape
Montreal festival scene
Montréal, Canada

Montréal can feel surprisingly European without requiring a transatlantic flight from the United States. French is everywhere, cafe culture thrives, neighborhoods are made for walking and the food scene is excellent. It is particularly appealing for travelers who want an international holiday without sacrificing an entire day to getting there.

Don’t miss

  1. 01
    Old MontréalCobblestones, historic architecture and atmosphere.
  2. 02
    Notre-Dame BasilicaA spectacular interior in the historic core.
  3. 03
    Mount RoyalThe city’s classic elevated viewpoint.
  4. 04
    Jean-Talon MarketA great introduction to Montréal food culture.
  5. 05
    Plateau Mont-RoyalCafes, streetscapes and famous exterior staircases.
  6. 06
    Montréal Museum of Fine ArtsA worthwhile culture break of several hours.
The shortlist

Where will 2026 take you?

Best valueKraków
Best food tripTokyo
Best beach escapeBali
Best sceneryCape Town
Best European all-rounderLisbon
Best easy international tripMontréal
Destination Best for Midrange hotel 7 nights for 2 Value
Lisbon Food + culture $120–$250 $2,500–$4,000 ★★★★
Tokyo Food + modern culture $150–$300 $2,500–$4,500 ★★★★
Kraków History + affordability $80–$150 $1,700–$2,800 ★★★★★
Mexico City Food + art $100–$200 $1,700–$3,000 ★★★★★
Cape Town Nature + wine $130–$300 $2,300–$4,000 ★★★★★
Bali Relaxation + luxury value $75–$200 $1,500–$3,000 ★★★★★
Dubrovnik Coast + history $185–$350 $3,000–$5,000 ★★★
Montréal Food + easy city break $175–$275 $2,700–$4,300 ★★★★
One booking strategy for 2026

Change the timing before you change the destination.

Airfare can be one of the biggest variables in your trip budget. Instead of abandoning the place you really want to visit, experiment with shoulder-season dates and midweek departures.

TryMayinstead of July
TrySeptemberinstead of August
TryTuesdayinstead of Friday

Flexibility can turn a premium-priced holiday into a far more comfortable one without changing the experience you were excited about in the first place.

Travel Happy · 2026 Destination Guide · Prices are planning estimates and exclude international airfare unless stated.

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Lisbon has gone from being one of Europe's better-kept secrets to one of its most desirable city breaks. The city delivers nearly everything travelers want from Europe: cobblestone streets, colorful buildings, centuries of history, waterfront views, incredible food and easy day trips.

It is also a city made for wandering. Start walking and you will inevitably find tiled facades, a neighborhood bakery, a tiny wine bar or a viewpoint looking across Lisbon's red rooftops.

Don't miss

  1. 01
    AlfamaLisbon's oldest neighborhood, best explored slowly and revisited after dark for fado.
  2. 02
    Belém TowerA landmark of Portugal's maritime history.
  3. 03
    Jerónimos MonasteryExtraordinary Manueline architecture.
  4. 04
    São Jorge CastleHistoric walls and some of the city's best views.
  5. 05
    SintraA day trip for Pena Palace and Quinta da Regaleira.
  6. 06
    CascaisBeaches, seafood and a relaxed coastal escape.
  7. 07
    Places to Book in Lisbon Find accommodations and plan your stay.

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