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Montreal was my vote heads and shoulders above the rest based purely on "romantic" + "urban/city lifestyle." It is an amazing city with great walkability/transit and it is also incredibly romantic. That said, I totally agree about the weather. I am transiting through Montreal at the beginning of April and I'm afraid to even set foot outside the airport (have my entire family in tow) so we're staying at the hotel in-terminal.
San Diego is the de facto choice and while LA would be a nice side trip you honestly don't need it. Between the urban core, the beaches, and perhaps a jaunt south of the border, there is plenty to do in SD for 4 nights.
I was also considering chiming in with San Juan like cavsfan above. It will offer some Caribbean flair like Jamaica would, but also an interesting mix of European/Old World influence. And it has plenty of romantic spots + beach resorts.
Montreal has that feel for sure-but yeah if she was considering Jamaica... then Montreal in early April might be a little disappointing.
You can't really go wrong with San Diego, and it might have more to actually do-but San Juan does offer a lot-tremendous history/old world/European feel-I feel like on a certain level the compactness and history of San Juan might be more romantic overall than San Diego-and it's different/exotic/has a fair amount of exploring to be done in various corners of the city.
Ubers around the various parts of the city generally don't run anymore than 15$-there's like 8-10 different walkable urban districts you could go between, at least to some degree. There is a train/public transit, however, from a safety standpoint I was advised against using it.
I think it's a really good time for an urbanist and a beach lover alike. An obvious edge with San Juan is you actually can do swimming/water sports very easily sans wet suit.. so it's closer to what she wants than any of these-while still incorporating a good amount of what you want.
Washington DC might also be an alternative. April is generally very pleasent. Most of the sites are free, so it's really just lodging and dinning expenses. I don't think DC is quite at Montreal's level. But places like Georgetown and Old Town Alexandria have an old world European feel.
Washington DC might also be an alternative. April is generally very pleasent. Most of the sites are free, so it's really just lodging and dinning expenses. I don't think DC is quite at Montreal's level. But places like Georgetown and Old Town Alexandria have an old world European feel.
1. DC weather will be better for sure
2. At Montreal’s level? Maybe not in charm/overall urbanity, though as you say, Montreal has some very nice hoods. DC has a more globally unique/impressive layout in its park system, institutions present, and just overall world city feel-which could not matter to some, but might matter to OP-esp if it hasn’t been experienced
3. Cherry. Blossoms. Also, while DC for sure isn’t coastal, it has Annapolis and Baltimore which are more nautical oriented within the metro at least and wouldn’t hurt to add on. Also and I guess maybe this just matters to me as a sports fan, but seeing a Nats or O’s game holds some appeal-as does potentially watching Horse Racing at Pimlico-or Hopkins/Maryland Lax
Update:
Me and the Wife decided to delay our Anniversary trip to the 2nd week of May so we can go to Montreal. Thanks for all the input! It was much appreciated
Update:
Me and the Wife decided to delay our Anniversary trip to the 2nd week of May so we can go to Montreal. Thanks for all the input! It was much appreciated
Update:
Me and the Wife decided to delay our Anniversary trip to the 2nd week of May so we can go to Montreal. Thanks for all the input! It was much appreciated
Great choice. One of the best cities in North America.
Echo the sentiments that this is the best move. I mean, I don't want to raise your expectations and then have you disappointed somehow, but I don't think that can happen lol. It's a great city! Do some research on points of interest and romantic spots, but I don't think you can go wrong. Have fun!
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