THE WEEKENDER

NAPA VALLEY

May 13 - 17, 2027

BOOK NOW!

Dates:

May 13 - 17, 2027
Arrive on: May 13th
Depart on: May 17th

Trip Type:

Weekenders:  Thursday–Monday experiences created to introduce you to the Sisters Traveling Solo.

Airport Code:

Up To Traveler
Arrival Airport: SFO, OAK, SMF

Departure Airport: SFO, OAK, SMF

Group Size

Min: 8 Travelers

Max: 12 Travelers

Travelers must be 21 years are older at the time of travel. 

Tour Highlights:

Wine Train
Board a restored vintage Pullman railcar for a 3-hour journey through Napa Valley while enjoying a plated 3-course gourmet meal. As the train rolls from Downtown Napa to St. Helena and back, you’ll take in vineyard views the way travelers did during the golden age of rail.
Wine Tasting (Minority-owned)
Experience Napa beyond a single tasting room with a curated day visiting three wineries: J Moss Winery, Mi Sueño Winery, and Robledo Family Winery. Each stop offers its own atmosphere and wine profile, giving you a full day of exploration across different expressions of Napa Valley.
Brown Estates
Kick off the weekend with a guided tasting at Brown Estate featuring three curated wines paired with shared cheese boards. Afterward, enjoy time exploring Oxbow Public Market at your own pace before gathering for an early dinner.
Host Hotel

You’ll stay in the heart of Downtown Napa in a location that allows you to walk to tasting rooms, restaurants, the riverfront, and Oxbow Public Market. No constant transportation needed. You’re positioned where Napa feels alive, making it easy to explore before or after scheduled activities.

Destination Overview

Napa Valley is where California wine country meets refined, relaxed living. Rolling vineyards, boutique tasting rooms, and walkable downtown charm create the perfect setting for a long weekend escape. From historic rail dining to family-owned wineries and curated tasting experiences, this Weekender offers a balanced introduction to Napa’s food, wine, and culture — without rushing the experience.

DAY ONE
ARRIVAL INTO CALIFORNIA

Arrive into Napa and make your own way to the hotel for check-in. After settling in, the remainder of the day is at leisure — perfect for exploring nearby tasting rooms, enjoying the riverfront, or taking a quiet walk through Downtown Napa.

In the evening, we gather for a Welcome Reception to officially begin the Weekender experience and connect as a group.

DAY TWO

BROWN TASTING & OXBOW MARKET


This afternoon, we meet in the lobby before heading to a curated wine tasting featuring three wines paired with shared boards. After the tasting, enjoy time exploring Oxbow Public Market at your own pace — browse local vendors, shops, and small eateries.


We reconvene for an early dinner to close out the evening together.

VIEW TRIP ITINERARY
photo of colombian women with fruit standing in front of buildiing
photo of colombian women with fruit on their head walking down the street with stools in their left hand
photo of colombian women with fruit on their head walking down the street with stools in their left hand
photo of colorful colombian houses with a colombia flag handing over

Secure Your Spot!

BOOK NOW!

SINGLE OCCUPANCY

(my own room = 1 person in a room)

TOTAL TRIP COST:  $3,595/pp
NON-REFUNDABLE DEPOSIT: $495/pp
(8) MONTHLY PAYMENTS: $387.50/pm*
*3% credit card transaction fee. Waived if paid via bank ach.

DOUBLE OCCUPANCY

(shared room =2 people in a room)

TOTAL TRIP COST: $2,495/pp
NON-REFUNDABLE DEPOSIT: $395/pp
(8) MONTHLY PAYMENT:  $267.50/pm*
*3% credit card transaction fee. Waived if paid via bank ach.

See the world with Sisters

Celebrating Our Adventures: A Glimpse into Past Journeys

photo of a group of women all wearing gold shirts that say sisters
group of women sitting at a lunch table with the view of the ocean in the background
group of women sitting at a dinner table
group of women standing in front of a large green door posing for a photo

Awards & Recognitions: 

Our company has been featured in renowned publications such as Travel & Leisure, Essence, Black Enterprise, Money Magazine, and Sweet July (hard copy).


fedex logo
2022 FedEx Global Entrepreneur of the Year
forbes next 1000 logo
2021 Forbes Next 1,000
forbes the culture logo
2022 Queen of Culture Honoree by Forbes
goldman sachs logo
2020 Goldman Sachs 10KSB Alumni

Life is a Journey!

Never get so busy making a living that you forget to make a life. 

COPYRIGHT 2018-2024 SISTERS TRAVELING SOLO. ALL RIGHTS RESERVED.

Thank You!

Thank you ! Your form has been submitted