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  • Courtney Robinson
  • "What are the five best cities you've ever been to and why?"

Courtney Robinson

Los Angeles, California

What are the five best cities you've ever been to and why?

I was just looking at a Trippy question about the world's five worst cities​. It got me wondering what everyone's five favorite cities would be. So, what are your five all-time most favorite cities and what makes them so special?!? Can't wait to read the answers!

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  • Paris (city)

    Paris

    23 mentions

  • New York City (city)

    New York New York

    20 mentions

  • London (city)

    London England

    16 mentions

  • Jeyme Bolck

    top answer by

    1. New York City

    I love this place because you can spend 2 weeks here and still only just scratch the surface. Anyone who says they don't like New York didn't do enough of New York.

    New York City

    2. Havana

    This place stole my heart. It's vibrant, the people are warm and courteous, it's cheap and it's not completely over-run with tourists. Most importantly, it's quite literally like stepping back in time. Anyone who doesn't make an effort to speak or understand at least a little Spanish might find it difficult at times. But seriously, ditch your phone and white shoes and just lose yourself here!

    Havana

    3. Amsterdam

    What's not to like? Not too big, easy to get around, welcoming, diverse activities, artistic, cultured, good shopping.
    Amsterdam can be as luxurious or budget as you'd like...

    Amsterdam

    4. Guilin

    A beautifully peaceful city in Southern China. Locals gather all along the riverbank at all hours of the day just to move around, dance, practice Tai Chi. It offers some of the best flavours in China. Cruise the Li River, visit the Longshen Rice terraces and go exploring in the Reed Flute Cave. There's so many wonderful things to do here. Guilin has a great vibe.Guilin 5. Paraty

    If you just truly want to get away from it all and value being surrounded by nature and beautiful secluded islands...Paraty

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    • Courtney R.

      Courtney R.

      Awesome answers, Jeyme! And such interesting choices! · (0 likelikes)

    • Jeff P.

      Jeff P.

      Based on my love for the apple and Havana, and what you say, I now have the other cities on my: go there list. · (0 likelikes)

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  • Courtney Robinson

    answered by

    Wow, so many great answers! OK, here are my top five:

    San Francisco - To me this is like the Paris of the United States; so beautiful and so interesting culturally. There's an incredible restaurant on every block and always some fantastic event like a festival or concert going on. And romantic; the view of the bridge alone is enough to make you want to move there."

    Paris - If you've ever been there you know there's no explanation needed. This is my all-time most favorite city!

    London - Somewhere between the culture, the weather (yes, I love rain), flowers stalls, the pomp and circumstance, the history, the people, the food...well, maybe not the food, it's just a great, great city.

    Savannah - Couldn't get over how much I loved this city. I must have gained 12 pounds when I went there, the food is so good. And the people--GREAT people in Savannah! Met a few of the city's famous eccentrics and loved them. Such a wonderful, creative town!

    Venice - No words for this place. I remember almost not believing it was real. Yes, a little heavy on tourism, but I didn't care--I thought this town was nothing short of magical.

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  • Rocio Acevedo

    Trippy Ambassadors are elite members of the community, hand picked to help you travel better! Interested? E-mail us at ambassadors@trippy.com.

    answered by

    Quebec CityToronto

    MadridNew York City

    Chicago

    I love your question Courtney as I profoundly believe every city has its own beauty! My 5 fav cities are: New York City, Madrid, Toronto, Quebec City and Chicago.

    Saludos!!


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    • Courtney R.

      Courtney R.

      Wow, interesting to see Quebec City on there! · (1 likelikes)

    • Rocio A.

      Rocio A.

      It is an enchanting city! Love it! · (0 likelikes)

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  • Sarah Manley

    answered by

    Great question! I loved:

    1. BarcelonaBarcelona2. New York StateNew York Stateimage from paw.00freehost.com3. SydneySydneyimage from strakertranslations.com4. LondonLondonimage from boston.com5. Palma de MallorcaPalma de MallorcaSo hard to choose- and probably Palma gets a mention as it was my last holiday! Could also include: Melbourne, Brighton, Paris and Amsterdam. I do love a city.....

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    • Courtney R.

      Courtney R.

      Another vote for Sydney--interesting! What makes it so great? · (1 likelikes)

    • Sarah M.

      Sarah M.

      I love a city with water- a river, the sea... so Sydney ticks that box. I loved it walking around the harbour, taking a boat trip. I also loved the green open spaces too. Nice clean city- easy to walk around and navigate too. · (0 likelikes)

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  • Mei & Kerstin Open Up Now

    answered first by

    San Francisco and Paris are our all-time favourite cities, where we have also lived before. And then there's also Strasbourg, the capital of Alsace in Eastern France, the romantic city of Bruges that we've just explored two weeks ago, and also the British University city Cambridge (England). We love these cities for their architecture, their choice of food and culture. :) San Franciscoimage from seejessicago.comSan FranciscoParisParisimage from flickr.comBrugesimage from lestrodesigns.com

    Cambridge (England)
    Strasbourg

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    • Courtney R.

      Courtney R.

      Dying to see Cambridge!!! · (0 likelikes)

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  • Anthony Gamell

    answered by

    1. Tokyo - very dynamic and exciting, great food city
    2. Rome - amazing ancient sites
    3. Siem Reap - beautiful river city near spectacular Angkor Wat
    4. Lhasa - I visited Tibet in 1988 and it's never left my mind stream
    5. Reykjavik - I visited Iceland in July of this year and enjoyed this beautiful capital city.... tastiest hot dogs on the planet!

    If I thought about it longer I could come up with 5 completely new "best cities." I think there is no best...just different. Runners up are Istanbul, San Francisco, Seoul, Hong Kong and Lisbon.

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  • Kristal Sajasi

    Trippy Ambassadors are elite members of the community, hand picked to help you travel better! Interested? E-mail us at ambassadors@trippy.com.

    answered by

    Hvar - island with the most beautiful views. Lavender fields, great food and wineries. Everything about Croatia is a must, but Hvar is very special.

    Delhi - one of the most vibrant cities I've ever been to: the culture, the colors, the people and the food are very captivating.

    Accra - one of the most impoverished places I've been, but with the most welcoming people. The views, the culture and atmosphere is something I'll never forget. The warmth of Ghanaians is unmatched.

    Vienna - the easiest city to navigate. Clean, organized and friendly. Lots of young people, the city itself has a lot of energy and it's a great place to visit!

    Jasper - Nature, nature and more nature. There isn't a corner of this places that isn't filled with trees or water and it's breathtaking. Lake Morraine was one of the prettiest places.

    Assuming I can plug San Francisco (not counting it since that's where I live) I love the energy here. There's always something to do with people who are passionate. The food is incredible and the energy is intoxicating.

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  • Thomas Dorsey

    answered by

    Paris - people treated me great, can't beat the food, museums and attractions, a river cruise is nice

    Rio de Janeiro - greatest meeting of land + sea + urbanity; the people and culture are great too.

    Chicago - architecture, transportation, culture and surprisingly clean air. Half the sophistication of NYC, with a quarter the hassle.

    San Francisco - best balance of natural and man-made beauty of of any city that I've visited. Foodie heaven too.

    New Orleans - Its just special.

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  • Stella Ramloll

    answered by

    1. Cape Town

    Cape TownCape TownCape TownI've been here for 5 years and still haven't done enough! It has everything and anything! Rich culture, interesting history, amazing nature, beautiful beaches, wine tasting, the best road trips, and incredible wildlife! It's the best of all worlds combined in one wonderful city!


    2. Bangkok

    BangkokBangkokI'm not really a city girl but the warm welcome of the Thai people and their amazing culture definitely got me hooked. The country is poor but beautiful. They have great technology, incredible and cheap shopping, food to die for, temples and other beautiful places of worship that are worth the detour. One of my favourite places in the world!


    3. Rodrigues

    RodriguesRodriguesThis little unknown island is part of Mauritius. However, unlike Mauritius, it is close to untouched. It feels like we have been sent in the past (but in a good way). The beaches are like heaven and the water is crystal clear. The people still have the old ways just like in the movies. It is very safe and people are very friendly. Seafood is always fresh and delicious. The views are incredible and oh so beautiful. Not a lot of buildings or pollution. And you hotel will definitely have all the luxury that you might need. If you need to relax, that's where you should go!

    4. London

    LondonLondon

    This one was a given. London HAD to make it on my list. One of the most incredible cities on the planet! It has anything and everything! The best of the best, la crème de la crème! The best restaurants, the best designers, the best museums, the best theatres, well the best of everything literally! London is a must-see and must-go. Spending 3 weeks in London was not enough for me to see everything. I firmly believe that you'll never ever be bored if you're in London. London is calling! Better answer ;)

    5. I know that the list was supposed to have 5 best cities but since I haven't seen a big chunk of the planet, I'm going to leave number 5 empty for now - at least until I find the next place worthy of this title of top 5 best cities in the world. Toodles!

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  • Jeff Putterman

    answered by

    New York City, because I live here and get the insiders view.

    Havana, because the place is an architectural treasure, and because Cubans are so hip and friendly and loving and they dance their asses off to great music.

    Montreal, the people and the food are outstanding, and art is taken seriously.

    Paris, Impressionist art, superb food, and great goat cheese.

    Kansas City (Missouri). Shhh. It's a secret but this place is like a little NYC, with friendlier people. Spectacular food too.

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    • Bruce S.

      Bruce S.

      You are right about KC. Barbeque, Country Club Plaza, perhaps the most exclusive department store in the US (Hall's), and lots of nearby history in Independence, plus the National Jazz and Negro League Baseball Museums. · (0 likelikes)

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  • Polly Beam

    answered by

    What I love about this question is seeing many of the same answers as the "worst cities" question pop up here!

    New York Cityimage from flickr.comNew York City has my heart. Went to school there, moved back later for four years. It's the center of the world.

    New Orleansimage from enderwiggin.netNew Orleans is possibly the most unique city in the US. But I'm listing it because of the food - so much good food!

    Veniceimage from travel.thinkatrip.comVenice is another place I've spend a good deal of time in and love. It's magic, especially at night when you have it all to yourself.

    Cape TownCape Town is stunning, with the ocean at its feet and Table Mountain as its crown.

    Salvadorimage from flupp.net.brSalvador is so vibrant and alive, but with a definite edge. Its ocean-side setting makes it even more beautiful.

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  • Sos Mattsson

    answered by

    This is super hard, but here goes:

    1) Istanbul. Awesome vibes around the markets, river and into the evening. Loved the history and culture.

    2) London. To visit or live in, London is bloody amazing. So much going on, so much history and always fun things happening within an hour on public transport.

    3) New York City. C'mon. It's awesome! Love the sports scene, galleries & foodie spots. So good!

    4) Melbourne. Great food and coffee scene. Loads of good events, shopping and cultural options (just not so nice in winter).

    5) San Sebastian. Not 100% sure that San Seb passes as a 'city', but it was definitely the highlight of our last big Euro adventure.

    General Trippy Media


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  • J A-M

    answered by

    The Londons - London (Canada) and England. I also enjoy Wisconsin Dells. It is sooooo tourist friendly. Orlando, Florida and I crossed paths at the right time. Eau Claire, Michigan is a small, moderate income village with friendly people and clean spaces to kick back, ride horseback or roam barefoot and close to the Lake Michigan. Located 12 miles south of 1-94 it is about 25 miles from Mishawaka, IN which is a nice shopping city - located in Indiana to boot! Sorry, I listed six cities.

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    • Courtney R.

      Courtney R.

      Some interesting choices, J! · (0 likelikes)

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  • Stuart Watson

    answered by

    Paris, Venice, Buenos Aires, Los Angeles, Boston. All are bucket list destinations for history and culture.

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    • Valerie A.

      Valerie A.

      Thanks for your answers, Stuart! I'm a part of the community team here and I've helped you highlight the places in your answer on a map! In the future, you can do this yourself as you answer a question by simply typing the @-symbol followed by the name of the place. Take a look at your map next to your answer :) · (0 likelikes)

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  • George Pospisil

    answered by

    You missed the most beautiful city, Prague, Czech Republic. It is so much more beautiful than dirty, trashy San Francisco, and certainly more beautiful than Havana or Delhi.

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  • Brent Habermun

    answered by

    Paris

    London

    New York City

    Vienna

    Vancouver

    I was very surprised that New York was not in the top 10, especially since San Francisco was number 10. SF is the most overrated, overpriced, undeliverable on every account, city in the world. Most of that city is a mess! It's nothing like Paris. Having lived there For three years, I know to not buy into the hype.

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  • Denise Moreira

    answered by

    Rio de Janeiro is an amazing city with lots of funny places and wonderful beaches. We can have the weather of the montains and the sun for the beach on the same view. It`s a gorgeous city!

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  • Bruno Gaby

    answered by

    My favourite City: Montreal (Quebec, CANADA)

    A pleasant city with a varied architecture and a lot of park and "green" place. A spirit of freedom, of tolerance fleet constantly on this town.


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  • Karmen Ny

    answered by

    Saint Petersburg (Russia). So much history!

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  • Bruce Shulman

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    1. Prague - It's a museum of architecture from Gothic and Rococo to an ultra modern Frank Gehery masterpiece. And the omnipresent music isn't exactly bad either.

    2. Brussels - Probably the most beautiful town square (The Grand Place) in the world and overall, perhaps the best food. Certainly, the best chocolate, French fries, waffles, cookies and mussels.

    3. Vancouver - Even prettier than San Francisco, with wonderful parks, cultural diversity and one of the best markets (Granville Island) which makes Seattle's Pike Place Market look like the dump it really is.

    4. Paris - There is nothing to complain about other than the prices at the dining establishments on the Champs d'Elysee. A city of love and beauty.

    5. Jerusalem - Unique among all the world's cities. Home of three religions. The sights, sounds and smells, the Arab merchants trying to sell you everything, and the 5,000 year-plus history make it a favorite of everyone.

    6-10. New Orleans, Bruges, Salzburg, Charleston and Savannah (they are really the same city), and Victoria BC.


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    Mentioned in this answer:

    1. Prague (city)
    2. Brussels (city)
    3. Vancouver (city)
    4. Paris (city)
    5. Jerusalem (city)
    6. New Orleans (city)
    7. Bruges (city)
    8. Salzburg (city)
    9. Charleston (city)
    10. Savannah (city)
    11. Victoria (city)

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