2-Week Travel Itineraries by Weather

Browse two-week travel itineraries with weather forecasts for every stop. Plan your 14-day vacation with real climate data across multiple cities.

Written by Leo Vicente, founder & engineer who loves to travel

Two weeks is long enough to cross climate zones within a single trip — starting somewhere cool and ending somewhere warm, or following a coastline as it shifts from Mediterranean summer to alpine air. These itineraries are built stop by stop with that in mind, so the weather at each leg is actually good, not just tolerable.

It is also enough time to absorb a bad-weather day without losing the trip. A single rainy afternoon in a fourteen-day itinerary is a minor inconvenience; the same day in a long weekend can sink the whole plan. Real climate data for every stop helps you see where those odds are lowest before you commit to the route.

Browse Itineraries

Months
Duration
Manila, Philippines — Philippine Winter Escape: Manila to Palawan Relaxation
Dry Season

Philippine Dry-Season Escape: Manila to Palawan Relaxation

Philippines·Manila → Coron → El Nido

Explore a 10-day Philippine journey from Manila's vibrant city life to the serene waters of Coron and El Nido. This December-to-February route offers a common tradeoff of pleasant temperatures with varying rainfall patterns. Consider your tolerance for occasional showers and travel style to tailor this tropical escape.

10 days3 stops
Beijing, China — Ancient Capitals & Modern Marvels: China's Autumn Cultural Tapestry
Autumn

Ancient Capitals & Modern Marvels: China's Autumn Cultural Tapestry

China·Beijing → Xi'an → Shanghai

Explore China's historical and modern wonders over 14 days, visiting Beijing, Xi'an, and Shanghai during autumn. Weather patterns vary significantly, from warmer, wetter September to cooler, drier November, with notable differences between cities. Your ideal timing depends on your tolerance for rain or cold and your preferred travel style.

14 days3 stops
Luang Prabang, Laos — Cultural Crossroads: Luang Prabang to Chiang Rai in Spring
Dry Season

Cultural Crossroads: Luang Prabang to Chiang Rai in Dry Season

Laos & Thailand·Luang Prabang → Chiang Rai

Explore the rich cultural tapestry of Luang Prabang and Chiang Rai over 14 days during the region's dry season (December to February). This route offers an immersive look at Southeast Asian heritage, with consistently low rainfall and comfortable temperatures across both cities.

14 days2 stops
Marrakesh, Morocco — Morocco Adventure: Marrakesh & Fes in Autumn
Autumn

Morocco Adventure: Marrakesh & Fes in Autumn

Morocco·Marrakesh → Fes

Embark on a 14-day adventure through Morocco's historic cities of Marrakesh and Fes during autumn. Navigate varying temperatures and precipitation levels, from the lingering heat of September to the cooler, wetter conditions of October and November, shaping your exploration of bustling souks and ancient medinas.

14 days2 stops
Istanbul, Republic of Türkiye — Türkiye's Cultural Heartbeat: Istanbul & Cappadocia in Summer
Summer

Türkiye's Cultural Heartbeat: Istanbul & Cappadocia in Summer

Republic of Türkiye & Italy·Istanbul → Cappadocia

A 10-day cultural journey through Türkiye, exploring Istanbul's historical grandeur and Cappadocia's unique landscapes in summer. Navigate varied summer weather, from Istanbul's warmth to Cappadocia's cooler, rainier conditions. This route offers a deep dive into Türkiye's heritage.

10 days2 stops
An aerial view of a city with lots of houses
Summer

Rocky Mountain Gateway: Calgary to Lake Louise Road Trip

Canada·Calgary → Lake Louise

Explore the vibrant city of Calgary and the stunning mountain landscapes of Lake Louise on this 10-day summer road trip. Experience contrasting microclimates, from urban warmth to cooler mountain air, and understand the tradeoffs involved with summer precipitation and temperature swings. This itinerary provides a framework for an unforgettable Canadian adventure, adaptable to your specific travel preferences and tolerance for varying weather.

10 days2 stops
brown rocky mountain beside sea during daytime
Winter

Southern Crossings: Cape Town to Serengeti Adventure

South Africa & Tanzania·Cape Town → Serengeti National Park

Embark on a 14-day adventure from the vibrant cityscapes of Cape Town to the expansive plains of the Serengeti. This journey offers a dramatic shift in climates and experiences, from South African winter to East African dry season, promising diverse wildlife encounters and cultural exploration.

14 days2 stops
a mountain with a valley below
Summer

Kyrgyzstan Adventure: From Bishkek to Karakol

Kyrgyzstan·Bishkek → Balykchy → Karakol

Experience a thrilling 14-day adventure in Kyrgyzstan, exploring Bishkek, Balykchy, and Karakol. Discover the stunning landscapes and vibrant culture.

14 days3 stops
Charminar in hyderabad, india, stands tall.
Dry Season

Explore the Culture in Southern India

India·Hyderabad → Hampi → Bādāmi

Journey through the cultural heart of Southern India with a 10-day itinerary covering Hyderabad, Hampi, and Bādāmi, perfect for cultural enthusiasts.

10 days3 stops
people walking on street during night time
Winter

Christmas in Vienna, Budapest, and Prague

Austria, Hungary...·Vienna → Budapest → Prague

Explore Vienna, Budapest, and Prague in winter, enjoying rich culture and festive atmospheres. Customize your trip based on your preferences.

10 days3 stops
a yellow building with a bunch of flowers growing on it
Dry Season

Explore Colombian Culture From Cartagena to Santa Marta

Colombia·Cartagena → Santa Marta

Explore the rich culture of Cartagena and Santa Marta in a 10-day journey filled with vibrant experiences, local flavors, and stunning coastlines.

10 days2 stops
blue and white bus on road near trees during daytime
Spring

Cherry Blossom Seoul to Jeju in Spring

South Korea·Seoul → Jeju City

Explore the vibrant landscapes of Seoul and Jeju City on a 10-day spring adventure. Experience diverse activities while navigating spring weather.

10 days2 stops
an orange tree in front of a large building
Autumn

Adventures from Seville to Valencia during Autumn

Spain·Seville → Granada → Valencia

Discover the vibrant cities of Seville, Granada, and Valencia this autumn. Experience rich culture, stunning architecture, and delicious cuisine.

10 days3 stops
animal running on field
Dry Season

Adventure in Kenya: Nairobi to Maasai Mara and Lake Nakuru

Kenya·Nairobi → Maasai Mara Airport → Lake Nakuru National Park

Experience a thrilling 14-day adventure from Nairobi to Maasai Mara and Lake Nakuru, filled with wildlife and cultural explorations.

14 days3 stops
a group of people standing on top of a beach next to the ocean
Year-round

Bali to Yogyakarta Adventures

Indonesia·Bali → Yogyakarta

Join a thrilling 10-day adventure from Bali to Yogyakarta, packed with culture, nature, and adventure. Explore Indonesia's vibrant landscapes!

10 days2 stops
people walking near brown concrete building during daytime
Winter

Cultural Immersion in India's Golden Triangle

India·Delhi → Agra → Jaipur

Experience the cultural richness of Delhi, Agra, and Jaipur over 10 days in winter. Perfect for those who appreciate heritage and history!

10 days3 stops
boat on river between high rise buildings during nighttime
Autumn

Exploring from Tokyo to Osaka

Japan·Tokyo → Osaka

Join a 10-day cultural journey from Tokyo to Osaka, exploring Japan's heritage amidst autumn's beauty. Plan your trip with personalized considerations!

10 days2 stops
brown wooden table and chairs on white concrete floor
Summer

Sun-Kissed Serenity: Athens to Santorini

Greece·Athens → Santorini

Experience the sun-soaked beauty of Athens and Santorini on a 10-day relaxation trip, balancing cultural exploration with tranquil island life.

10 days2 stops
a very tall building with a clock on it's side
Spring

Prague to Bratislava in Spring

Czechia & Slovakia·Prague → Český Krumlov → Bratislava

Explore the cultural treasures of Prague, Český Krumlov, and Bratislava over 10 days this spring. Discover local traditions and enjoy beautiful landscapes.

10 days3 stops
canal between cherry blossom trees
Spring

Japan's Vibrant Spring Blooms

Japan·Tokyo → Kyoto → Nara

Discover Japan's cultural treasures in spring! A 10-day journey through Tokyo, Kyoto, and Nara awaits.

10 days3 stops
people standing on corner road near concrete buildings during daytime
Dry Season

Cultural Odyssey Through Mexico's Heart

Mexico·Mexico City → Oaxaca City → Puebla City

Discover Mexico's vibrant culture over 14 days, navigating through Mexico City, Oaxaca, and Puebla. Plan around the region's dry season (December to February), when rain is minimal but nights turn cool at altitude.

14 days3 stops
Cityscape with buildings, highway, and a sea view.
Year-round

Three Sides of Malaysia: Kuala Lumpur, George Town, Langkawi

Malaysia·Kuala Lumpur → George Town → Langkawi

Join a 10-day journey through Kuala Lumpur, George Town, and Langkawi from September to November, balancing vibrant city life with beautiful beaches!

10 days3 stops
a group of people standing on top of a mountain
Dry Season

From Hanoi to Sa Pa

Vietnam·Hanoi → Sa Pa

Journey through Hanoi and Sa Pa over 10 days during the region's dry season (December to February), when Hanoi stays mild and Sa Pa turns crisp and cold in the mountains.

10 days2 stops
a row of houses sitting on top of a snow covered hillside
Winter

Winter Adventure Through Norway's Fjords

Norway·Bergen → Stavanger → Ålesund

Explore Norway's fjords on a thrilling 10-day winter adventure! Discover Bergen, Stavanger, and Ålesund's unique winter charm.

10 days3 stops
Graffiti on wall with tallinn cityscape background
Autumn

Cultural Journey Through the Baltics

Estonia, Finland...·Revel → Helsingfors → Riga

Discover the cultural richness of Revel, Helsingfors, and Riga in a 10-day autumn journey, balancing history with weather variability.

10 days3 stops
mountain with clouds
Dry Season

Dry Season Adventure Through Peru's Heart

Peru·Lima → Cusco → Machu Picchu

Embark on a thrilling 14-day adventure from Lima to Machu Picchu, exploring vibrant cities and breathtaking landscapes.

14 days3 stops
photography of seashore during daytime
Summer

Summer Road Trip from Lisbon to Porto

Portugal·Lisbon → Porto

Embark on a scenic road trip from Lisbon to Porto this summer, exploring vibrant culture and stunning landscapes over 10 days.

10 days2 stops
Calton Hill, Edinburgh, United Kingdom
Summer

Scotland Road Trip: Edinburgh to Isle of Skye

United Kingdom·Edinburgh → Glasgow → Isle of Skye

Explore Scotland's cities and landscapes on a 14-day road trip from Edinburgh to Isle of Skye, navigating through unique weather patterns.

14 days3 stops
green palm trees near road during daytime
Summer

Serenity Awaits: Barcelona to Santorini

Spain & Greece·Barcelona → Santorini

Discover relaxation across Barcelona and Santorini in this 14-day journey. Enjoy the sun and culture while planning around your preferences.

14 days2 stops
a large brick building with pillars
Spring

Spring in Southern Spain: Through Valencia, Granada, and Seville

Spain·Valencia → Granada → Seville

Discover the vibrant cities of Valencia, Granada, and Seville in this 10-day spring itinerary packed with culture and adventure.

10 days3 stops
aerial photo of houses
Spring

Cultural Spring Journey Through Georgia

Georgia·Tbilisi → Batumi → Kutaisi

Experience a cultural journey through Tbilisi, Batumi, and Kutaisi this spring. Discover local heritage and vibrant traditions.

10 days3 stops