Places to Propose in Winter

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Did you know almost 40% of proposals happen in the winter season between November and February? It’s called proposal season for a reason! So, whether you’re dreaming of escaping the cold to pop the question in a sunny locale or your dream proposal involves softly falling snow and bundling up to keep each other warm, we’ve got all the winter proposal inspiration you’ll need. 📸



  1. Paris: A picture-perfect location for a winter proposal.
  2. Singapore: Pack your bathing suit and the engagement ring for this tropical getaway.
  3. Budapest: Experience your love story in this magical winter wonderland.
  4. New York City: Nothing says “Will you marry me” like a romantic proposal in snowy Central Park.
  5. Tulum: Skip the sleigh ride and indulge in the sunshine with your loved one.
  6. Prague: Admire the holiday lights and markets in the city at this beautiful time of year.
  7. Québec City: The perfect proposal location to experience Canada’s winter charm.
  8. Chicago: Nothing beats the romantic way this city does winter.
  9. Cape Town: North American winter months are Cape Town’s summer months!
  10. Lisbon: Experience all the winter activities in this stunning city.

1. Paris

As they say, “Paris is always a good idea”, and winter is no exception. With fewer tourists in the city and one extra excuse to hold each other tight (we’re looking at you, winter weather), setting up the perfect romantic proposal moment will seem almost effortless (at least that’s what your future spouse will think).

Photo: Rachael in Paris for Flytographer. Teni and partner capture memories in Paris with a proposal photoshoot at Trocadéro and Bir-Hakeim Bridge.

2. Singapore

If the second the weather turns chilly you can’t stop dreaming of palm trees and sunny skies, Singapore just might be your happy place. Ditch the coats and scarves at home, bring out your warm weather duds, and get packing because the gorgeous island of Singapore has countless potential proposal locations perfect for popping the question. 🌴🌴

Nervous about popping the question? Click here for tips on planning the perfect proposal! 

Photo: Gan in Singapore for Flytographer. Elijah and partner capture memories in Singapore with a proposal photoshoot at the Gardens by the Bay.

3. Budapest

There’s an undeniable romance that lingers in the air in Europe in the winter months. The gorgeous architecture of Budapest looks especially inviting this time of year. Plus, the adorable Christmas markets that pop up around town are the perfect winter wonderland romantic activity. 🎄☕️🧤 Picture this: Twinkling holiday lights, hot chocolate, browsing handmade goods hand in hand… all signs point to yes!

Photo: Flytographer in Budapest. Adrian and partner capture memories in Budapest with a proposal photoshoot at Fisherman’s Bastion.

4. New York City

Nine out of ten experts agree that New York City is magical in winter (not a scientific study). Seriously, New York City is home to so many iconic winter classics from ice skating at Rockefeller Center in front of its dramatically sparkling Christmas tree to admiring Macy’s famous window displays to going for a night out on Broadway; what more do you need to amp up the romance leading up to your perfect winter proposal in NYC?

Flytographer in New York City. Tanner and partner capture memories in New York City with a proposal photoshoot in Central Park.

5. Tulum

Magical sun-dappled beaches, ancient Mayan ruins overlooking the sea, lush jungles— yep, Tulum is a pretty great proposal destination to escape winter activities. ☀️ This laid-back destination is the best proposal spot for winter if sun, sand, and surf are calling your name. Plus, how insanely romantic would it be to pop the question before a swim for two in a cenote? 🌊 🤿

Photo: Flytographer in Tulum. Hosni and partner capture memories in Tulum with a proposal photoshoot in Playa Santa Fe.

6. Prague

Romantic and historic, Prague charms all who visit, especially during the holiday season (fancy a carriage ride?). With a gothic castle perched high above the city’s sea of terracotta roofs, the Czech capital offers couples endless reasons to keep the ring box nearby for that special moment. Pop the question at the riverside for views of all of Prague’s best features plus the area’s resident swans—if The Notebook is any indication, you can’t go wrong with swans in your love story. 🦢🦢🦢

For more inspiration, check out our blog for surprise proposal outfit idea & tips

Photo: Honza in Prague for Flytographer. Benjamin and partner capture memories in Prague with a proposal photoshoot at the St. Charles Bridge.

7. Québec City

Québec City’s charming stone buildings, cobbled streets, and enchanting Château Frontenac become even more captivating when covered with a soft blanket of snow. ❄️ Embrace one of the most charming places to propose in winter and plan a wintry marriage proposal your loved one will remember forever.

Photo: Francis in Quebec City for Flytographer. Nolan and partner capture memories in Quebec City with a proposal photoshoot at Chateau Frontenac.

8. Chicago

Chicago is a beautiful getaway, especially in winter; it’s the perfect time to visit. Its iconic skyline is just as stunning by day as it is by night. The whole city transforms into a real-life snow globe for winter (with an ice-skating rink too!). ☃️ It’s hard not to become full of winter proposal ideas while visiting during the holiday season. From locations with epic skyline views to more private little city nooks, Chicago is a hotbed for some of the best places to propose in winter. ❤️

Photo: Flytographer in Chicago. Nicole and partner capture memories in Chicago with a proposal photoshoot in Lincoln Park.

9. Cape Town

Summer in Cape Town begins in November and lasts through February. We suggest taking full advantage of the weather and exploring Cape Town’s breathtaking views and vistas. For an absolutely stunning proposal, book some time in one of the area’s gorgeous vineyards for local wine and lovely food. What a romantic way to ask one of the most important questions of your life in one of the best places to propose in winter.

Photo: Nadine in Cape Town for Flytographer. Kekoa and partner capture memories in Cape Town with a proposal photoshoot on Signal Hill.

10. Lisbon

Cooler winter weather and fewer crowds means you won’t even break a sweat exploring Lisbon’s charming hills and tiled buildings. Lisbon’s beauty is multi-faceted and a picture-perfect location for winter activities. Tiny shops, bustling markets, a creative culinary scene, panoramic views, and positively arresting historical monuments will leave you both enchanted and ready to say, “I do”.

Photo: Claudia in Lisbon for Flytographer. Jamil and partner capture memories in Lisbon with a proposal photoshoot at the Belem Tower.

Capturing Surprise Proposal Memories

Whether you’re planning a hot or cold winter proposal, Flytographer has you covered to capture the love. Don’t forget to book your proposal Flytographer to capture the magic of it all! ✨