Itineraries
For most trips I’ve taken, I made a note on my phone, in a proper notebook, on post-its, or scribbled on hotel notepads with each day’s activities. For years, when recounting my tales and recommendations, I promised to write them down. I’m finally making good on that promise, one by one, detailing where I went in each city, in the hope that it inspires your future trips (and saves me from struggling to remember the order of events each time I share my stories.)
Vancouver
3 days did not do this city justice. The surrounding mountains bring a humility to the city, where function defines fashion. The laid-back vibe combined with the enthusiasm of sunny days reminds me of the best parts of the west coast combined with the jubilance and appreciation of fair weather from the east coast. Had I budgeted more time, Vancouver Island definitely would have been my next stop.
3 days did not do this city justice. The surrounding mountains bring a humility to the city, where function defines fashion. The laid-back vibe combined with the enthusiasm of sunny days reminds me of the best parts of the west coast married with the jubilance and appreciation of fair weather from the east coast. Had I budgeted more time, Vancouver Island definitely would have been my next stop.
Saturday
Lynn Canyon and its suspension bridge
Grouse Mountain and its Grouse Grind Hike
Revel Room Jazzy Bar
Sunday
Ferry to & from Granville Public Market
Railspur District
Sunset Beach
La Belle Patate for poutine
Biked the perimeter of Stanley Park
Window shopped on Robson Street
Dinner at Alibi Room
Monday
Brunch at Jam Cafe
The Paper Hound Bookshop
MacLeod’s Books
Shopping in Granville on Alexandra Street
Museum of Anthropology
Funny story to conclude: On last-minute shopping trip on Alexandra Street, I picked up a beautiful sweater at Oak and Fort. It wasn’t until I was in a taxi en route to the Museum of Anthropology that I realized I bought it in an XL, not an XS by mistake. The store has locations in both the US and Canada, only with different inventory. A creative solution: a friend was traveling to Vancouver the very next week and made the return for me.
Montreal Itinerary
Takeaways:
Great food in Old Montreal
Mount Royal offers superb views of the city
The cocktails are weak but the beer is strong
The young men at clubs acted like middle schoolers at a dance, hanging out around the perimeter of the dance floor, only to bop a friend on the head as their way of flirting ¯\_(ツ)_/¯
Day 1 - Drive from Massachusetts to Montreal
The GPS was misinformed, there was no Atwater exit
Payment for food is given at table
Fiddler's Green was empty and went to another bar with fantastic blueberry beer
Day 2
Selfie Stick Prank: 2 old women as part of the Canadian equivalent of Off Their Rockers asked to take a selfie with the 4 of us, using their selfie stick that had to be at least 6 feet long. I have no idea if we made it on TV.
Metro passes - public transit was the easiest and fastest way to explore the city
Botanical gardens - we visited on the last free day
Old Montreal
Dine at Jardin Nelson, order the Cartier Salad and sangria
Basilica de Notre Dame
Old Port
Went to Electric Blue and did the grandma dance: we didn’t know when it said 80s music online, everyone would be 50+
Proceeded to bar instead
Day 3
Mount Royal
St-Viateur Bagel
Little Italy
Poutine at La Banquise
Apt. 200 too exclusive, headed to Tokyo club
Learned clubs are empty before midnight
Left for McKibbin’s Irish Pub and West Point boys chatted up the one friend who didn’t like boys
Returned to Tokyo bar
Day 4 - Drive from Montreal to Massachusetts
Crepes and waffles for breakfast
A bridge closure caused us to be rerouted and spend 3 hours in the car before we even got out of the city
Chicago Itinerary
5-day, 6-night stay in the Windy City in the summer.
Context: 2 friends, 5-day, 6-night trip to Chicago in July 2017
Airline: Jetblue
Hotel: Autograph Collection, Chicago
Takeaway: Downtown Chicago is a fun city where the attractions live up to the hype.
Fave spots:
Wabash Arts Corridor
Improv show
Taste of Chicago Food Festival - only for 1 week in the summer if you time it right
Wrigley
Jeni’s Ice Cream
Thursday
Flight
Friday
Brunch at Eggy's
Planetarium
Aquarium
Deep dish at original Uno's
Willis/Sears Tower
Saturday
Brunch at Grand Lux Cafe
Museum of Contemporary Art
Art Institute of Chicago
Taste of Chicago
Architecture Tour
Ferries Wheel & spinning ride
Fireworks
Dinner at Tiny Tavern
Sunday
Brunch at Yolk
Cubs v Pirates
Jeni's Ice Cream
Shopping
Cloud gate
Bub City BBQ for dinner
Monday
Brunch at Nookies in Old Town Triangle
Lincoln Park Zoo
Magnificent Mile
Steak dinner at Wildfire
"Having it all" improv show
Drinks & guac at John Hancock 96th floor
Tuesday
Breakfast at Goddess & the Baker
Wabash street art
Old Town
Sushi
Shopping
Ride the brown line loop for the picture
Donuts
Back to Boston!