2 Days in Napa

If you follow us on Instagram you know we just spent the weekend in Napa. During the peak of the pandemic, Jamie and Ryan temporarily moved in with Calli and Kidd. What we thought would be a two week stay ended up being SIXTEEN WEEKS of living together under one roof! To say thank you, Jamie and Ryan treated everyone to a special weekend in Napa. One of the ways we all maintained our sanity was wine, so this felt like an appropriate way to celebrate. Despite the California fires and COVID cases on the rise, we had a safe, fun, and healthy trip!

If you are planning a trip to Napa, you likely have eating and drinking on your mind. With hundreds of wineries and restaurants in the region, your options for a weekend trip are endless; the difficulty in planning the trip is choosing where to go. One of our strategies for creating a weekend itinerary was intersperse eating and drinking with other outdoorsy activities like hiking and biking. We went to Napa October 22-25th and the weather was perfect for moving around outside. Adding these to the agenda helped break up the drinking and allowed us to see wine country in a new way.

A List

Restaurants

  • French Laundry, Bouchon Bakery, La Toque, Restaurant at the Meadowood, Oxbow Market, Gotts Roadside, Girl and the Fig

Activites / Things To Do

  • Riding bikes from Napa to Yountville, Hiking, Wine tastings

Planning Out Where To Drink

There is so much to see in Napa and the surrounding wine towns, it is hard to know where to start when it comes to planning out winery visits. Reservations are required at most wineries and restaurants with the exception of bakeries and coffee shops. Reservations are limited and fill up quickly, so much so, that you won’t be able to get same-day reservations at most wineries on weekend days and are unlikely to get them even 48 hours in advance for a Friday or Saturday. Trip planning is essential but can be really helpful in mapping out where to go and what to see on vacation.

During our first trip to the Napa region in the fall of 2017, we spent most of our time in Santa Rosa and Healdsburg. This trip we wanted to focus our time on Yountville, Napa, and a little bit of Sonoma. Although the towns look relatively close on a map, driving to each town takes longer than you think it will. We suggest sticking in an area for at least half a day to make sure you aren’t spending the majority of your trip in the car. There are so many vineyards and wineries that it is nearly impossible to narrow down where to go unless you have suggestions from friends. Our best advice is to focus on what type of wines you prefer to drink and choose wineries that way. We don’t love chardonnays, so we try to avoid wineries and tastings that focus only on that type of wine. We also try to do a mix of larger and smaller wineries – some of the smaller brands give some of the best tasting experiences and are often the places that we bring home bottles of wine for later. The larger wineries offer breathtaking views and often have the most Instagram worthy picture opportunities. During our two trips thus far, here are some of our favorite wine experiences:

Happy tasters at BR Cohn in Sonoma
  1. Priest Ranch (Yountville) – the tasting room for Priest Ranch is right in downtown Yountville, so you won’t get the vineyards and rolling hills for views. You will, however, get a relaxed tasting and some of the best wines we had on our trip. The Double Barrel, Malbec, and Block 72 were some of our favorites. They have cheese boards if you are in the mood for a snack, otherwise Bouchon Bakery is right down the street.
  2. BR Cohn (Sonoma) – Calli is a member of this winery and they have a large variety of wines to sip on during a tasting. On the weekends they have a pizza food truck roll in, so you can sip and graze all afternoon long. We love their cabernet franc, cabernet sauvignon, and their sauvignon blanc. They also sell olive oils, which make a great gift to bring home to loved ones!
  3. Hanzell (Sonoma) – a great winery in the hilltops of Sonoma. Of all of our wine stops on our first trip to Napa, this is the vineyard we took home the most bottles from. Their chardonnays were some of the few we really liked during our first trip and the tour of the grounds and wine making process was also very entertaining.
  4. Ram’s Gate Winery (Sonoma) – this was one of our favorite experiences from our first trip to Napa. We did the wine and food pairing- a multi-course lunch that had excellent food. The decoration and setup of the vineyard are spectacular.
  5. Passalacqua Vineyards (Healdsburg) – one of our favorite stops on our first trip to wine country. If you find yourself in Healdsburg and like a good zinfandel, this is your spot!

Pro Tip: If you plan to bring wine home, most wineries will cover the cost of your tasting if you purchase 2 or 3 bottles. They will usually ship larger orders as well, which will help you travel home as lightly as you came!

Planning Out Where To Eat

If you’re going to Napa you are likely planning on doing some great eating while you are there. There are tons of “food and wine” experiences to be had at the vineyards in the region, but some of the best restaurants in the world are also located in wine country. During our two trips we have visited some of the best of the best, and here are our recommendations:

Brunches & Lunches:

  • Bouchon Bakery – Thomas Keller’s traditional French bakery, located in Yountville. Stop here for a coffee and pastries as a warm up for wine tastings.
  • Napa Valley Coffee Roasting Company- a great local coffee shop serving up all our caffeine favorites.
  • Model Bakery – another great bakery located in the Oxbow Market. We stuffed ourselves silly with scones, croissants, and danishes and we have no regrets.
  • Bounty Hunter – excellent barbecue in Napa with views right on the river. They also have a great whiskey list and beer flights for those of you looking for a break from the wine.
  • Gott’s Roadside- great burgers and fries for a more casual lunch or dinner.
  • Oxbow Market- a great food market with everything from coffee to oysters, sushi to empanadas. The perfect stop for a group that can’t narrow down on what they want to eat.

Fancy Dinners:

If fine dining is in your itinerary, be sure to check the reservation policy for each reservation. Most Michelin restaurants take reservations only 30 – 60 days in advance and are booked full the day reservations open.

  • The French Laundry – if you are a foodie, you know of Thomas Keller’s institution for fine dining. Located in Yountville, it is a once-in-a-lifetime experience that can we only hope to enjoy for a second time in the future. The service, food, and overall experience are second to none.
  • La Toque – another Michelin ranked restaurant located in the Westin Hotel in Napa. This is everything you want about fine dining with a bit of a smaller price tag than The French Laundry.
  • Restaurant at the Meadowood- the restaurant we were supposed to visit in St Helena this trip. Unfortunately it was one of the buildings lost in the California fires. We look forward to their reopening and cannot wait to eat here once they are back on their feet!

Our Suggested Two Day Napa & Sonoma Itinerary

Day 1: Explore Sonoma. Start with a quick breakfast in town. Enjoy a leisurely, food and wine filled lunch at Ram’s Gate Winery before making your way back into town. Enjoy some of the wineries in Sonoma (our favorites are Hanzell and BR Cohn). Have a delicious dinner at Girl and the Fig.

Day 2: Explore Napa and Yountville. Rent bikes from Napa Valley Velo and ride on the Vine Trail from Napa to Yountville. Enjoy breakfast at Bouchon Bakery and a wine tasting in Yountville (we recommend Priest Ranch). Make your way back to Napa (there are plenty of wineries on the path between) and stave off your hunger with a hearty lunch at Bounty Hunter. Stop by another tasting room in downtown Napa before some downtime. Have a fancy dinner at La Toque, The French Laundry, or any of the highly rated restaurants in the area.


3 Days in Chicago

Tate has a very special relationship with Chicago as it is where he was born and raised. Spending his first few formative years in the Windy City allowed him the opportunity to explore the best of Chicago. Chicago is a huge city with many historic sites, amazing museums and of course, delicious food.

Most of the foods that Chicago is known for (deep dish pizza, hotdogs) are not the foods that we would typically seek out during our travels. We have included a few recommendations for where to go if you are dying to try some of these local specialties. Don’t get us wrong, none of this is BAD food, it is just that Chicago’s food scene has become much more sophisticated and we think there are foods a bit more worthy of your time. To be honest, our B list for food could easily be an A list. Check out our recommendations but also do your research to make sure you are dining at the places that suite your appetite and budget! 

 A List-

Restaurants

  • Alinea, Girl and the Goat, Portillos, Schwa, Fat Rice, Ema, Lula Cafe, Mindy’s Hot Chocolate, Sushi-San, Monteverde , Peaquods, Cindy’s Rooftop Bar, Eataly

Local Foods to Try

  • giardiniera, deep dish pizza, italian beef sandwiches, chicago hot dog, gastronomy, malort (only if you’re brave and have a strong stomach), garrets popcorn

Things to See

  • Millennium Park & The Bean, The Art Institute of Chicago, The Magnificent Mile 

Neighborhoods to Visit

  • River North, Wrigley, West Loop, Lincoln Park 

Tours 

  • Architecture Boat Tour

B List

Restaurants

  • Duck Duck Goat, The Publican, Smythe + The Loyalist, Gibsons, The Aviary, Roister 

Things to See/Places to Visit

  • Willis Tower, Logan Square, Navy Pier

Neighborhoods to Visit

  • Logan Square, Wicker Park, Chinatown 

Day 1

Welcome to the Windy City! Get your walking shoes on because today you will be exploring the city by foot. Head out of your hotel and make your way to Eataly in River North to grab an espresso and a breakfast pastry. Spend your time walking around the store to explore the beautiful displays of fresh pasta, seafood, meats and cheeses.  Exit Eataly and head a block east to Michigan Avenue, also know as the Magnificent Mile. Enjoy shopping or window shopping and if it is the winter, looking at the holiday displays. 

Off of Michigan Avenue you can venture to the John Hancock building to get amazing views of the city at the 360 Chicago Observation Deck. There are also activities for those not afraid of heights such as the Tilt. When hunger strikes, head to Ramen San or Sushi San – both off of Michigan Avenue for lunch. Depending on if you want ramen or sushi, both of these spots by the Lettuce Entertain You Restaurant Group will bring you an ambiance of 90s hip hop and most importantly, amazing food.

Once you are filled up, head back to Michigan Avenue and walk south until you get to Millennium Park. Spend an hour or two exploring the park and be sure to visit the famous Chicago Bean. If you are an art fan, don’t miss the Art Institute of Chicago. However you spend your afternoon, don’t miss stopping by Cindy’s at the Chicago Athletic Association for a cocktail, snack and amazing park and lake views. 

If you are like us, you will be ready for a nap at this point. Relax for the rest of the evening because for dinner, you will be going to the coveted Fat Rice in Logan Square. It is hard to describe Macanese cuisine at Fat Rice as it is a blend of Chinese, Thai and Indian cuisines. The flavors are incredible, unique and will fill you up after a long day of walking through the city. Make sure to make a reservation in advance. The food is amazing. Just go. Trust us on this one. 

Day 2

Day 2 is going to take you through a few of Chicago’s neighborhoods that are outside of the main downtown area. Start you day with breakfast at Lula Cafe in Logan Square. Lula does take reservations which are highly recommended on the weekend. If you have to wait for your table, no problem! Walk around the Farmers Market if you are there on a Saturday or explore the many unique shops near the restaurant.  When you are done with breakfast, take a long walk, south, down Milwaukee Avenue and you will soon be in the neighborhood of Wicker Park. On this walk, you will pass many coffee shops, breweries, and stores. Take your time and enjoy these two unique neighborhoods. Hungry for more? Try the famous burger from Small Cheval or a piece of pie from Bang Bang Pie Shop.

When you are through walking and exploring, hop on the Blue Line to the Monroe Station. Get above ground and you will be just blocks from the Willis Tower. Head on up for views of the city and the Skydeck where you can walk on top of a see-through glass floor. Don’t forget to look down! Head back to your hotel and get some rest before your big night out at Alinea. We wrote a whole post about this very special dining experience that you can read through here.

Day 3

We know you are probably very full of food by this point in the trip. No plans for you this morning! Sleep in. When you are ready make your way towards the lake and walk up and down the lake shore path. Venture north and you will make it to Lincoln Park where you can go to the zoo (for free) or head south to Navy Pier. If you head north, we recommend venturing to Old Town for lunch. On Wells, you will find many, many restaurants and bars to enjoy. 

The last stop for your day will be back to Michigan Avenue where it crosses with the river to board the Architecture Tour . This is a very unique tour, done by boat, and will teach you about the history and architecture of the city and is a great way to see the skyline from the water!