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Victoria questions for 30th birthday trip

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I am in the process of planning a surprise 30th birthday trip for my husband for May 2015 (4 nights). Right now I am strongly considering Victoria, BC. My husband grew up in Seattle and his immediate family and many friends still live there, although we live in California now (Bay Area).I know my husband went to Vancouver frequently in high school with family and friends. I personally have never been to Canada, which seems crazy considering I've been to Europe and Asia many times! I'm looking at either BC, Canada or Washington state because more of his family and friends would be able to go.

He really likes outdoorsy stuff and I would love recommendations on going whale watching and also on a company with whom we can charter a deep sea fishing boat. How do you think the weather would be for these activities in May?

My husband is also a big foodie so I would appreciate recommendations on a good restaurant to set up a birthday dinner for 10 to 15 people. Willing to spend a bit of money on that one. Hoping to get a group of family and friends to come up from Seattle. Any other advice on fun things to do also. I would look forward to going to going to the gardens.

Also I know Victoria is a smaller city but any advice on spots to go out on the actual birthday celebration night? Do you think we should go to Vancouver instead? Would there be more to do there celebration wise? Honestly we would want one night of celebration and then the other days on the trip spend doing whale watching, seeing natural sights and doing things in town, etc.

I know this is a lot of questions. Thanks so much in advance for your advice.

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