Austin & San Antonio, Texas Eclectic Charm
Two of Texas' most iconic cities. Bold flavours, live music & a trip you'll talk about for years.
May 22–28, 2027 · 7 days / 6 nightsA curated 7-day journey through two of Texas's most iconic cities, designed for connection, culture, and bold experiences.
Dates: May 22–28, 2027
Location: Austin & San Antonio, Texas
Group size: Maximum 14 women
Full trip investment options:
Double occupancy — $5,625 USD per person
Single occupancy — $7,293 USD per person
This purchase secures your spot with a non-refundable deposit of $500 USD. Your remaining balance will be invoiced separately in 2 instalments, with full payment due 90 days before departure. Applicable taxes are included in the tour package price. Full itinerary and details are available on the trip page.
Secure your spot · $500 non-refundable deposit
Austin is unlike anywhere else in America.
It's a city that has always done things its own way - fiercely creative, genuinely weird, deeply proud of its music, its food, and its culture. It's also home to one of the best food scenes in the country. And for one week in May, it's ours.
We begin our trip at the Proper Hotel, one of Austin's most beautifully designed boutique properties. Our five day Austin experience is designed to capture the spirit of what it was like to travel before the internet existed-a spontaneous adventure where magical, impromptu moments naturally unfold, showcasing Austin's unique and eclectic vibe.
We will then make our way south to experience the historic and unhurried charm that permeates San Antonio.
This is Texas as it should be experienced.
A curated 7-day journey through two of Texas's most iconic cities, designed for connection, culture, and bold experiences.
Dates: May 22–28, 2027
Location: Austin & San Antonio, Texas
Group size: Maximum 14 women
Full trip investment options:
Double occupancy — $5,625 USD per person
Single occupancy — $7,293 USD per person
This purchase secures your spot with a non-refundable deposit of $500 USD. Your remaining balance will be invoiced separately in 2 instalments, with full payment due 90 days before departure. Applicable taxes are included in the tour package price. Full itinerary and details are available on the trip page.
Secure your spot · $500 non-refundable deposit
Curated journeys
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Boutique stays
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Small group experiences
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Thoughtfully designed
Curated journeys • Boutique stays • Small group experiences • Thoughtfully designed
The itinerary
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Check in to the Proper Hotel - one of Austin's most design-forward boutique properties, with interiors that feel like a perfectly curated mix of textures, art, and colour. This evening we meet the group in the lobby for cocktails before sitting down to a refined Texas BBQ dinner.
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We begin the day the Austin way — breakfast tacos and coffee. A private tour of Austin with a local guide introduces us to one of America's most compelling cities, before we head out together to enjoy lunch and sample some of Texas' most beloved dishes. The afternoon is yours, relax at the hotel pool or explore on one of the Proper's complimentary e-bikes along the trails. In the evening, an optional group walk to Rainey Street, Austin's more refined answer to the famous 6th Street bar scene.
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Breakfast at the hotel before we head to South Congress - Austin's most eclectic and beloved neighbourhood - where you'll begin to understand why Austin's motto is "Keep Austin Weird." Lunch together at one of Austin's best new restaurants before an afternoon rest at the Proper. This evening we cruise along the lake to watch one of Austin's most spectacular natural events: 1.5 million bats emerging from beneath the Congress Avenue Bridge into the Austin sky. The rest of the evening is yours to explore.
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The morning is entirely yours. We meet for lunch at one of the best Mexican restaurants in Austin - and in a city that takes Mexican food seriously, that is saying something. In the evening we head out together to experience why Austin calls itself the live music capital of the world, visiting some of the city's most iconic music venues.
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Pack up and enjoy breakfast at an Austin classic before exploring some of the city's best vintage shops. We then begin our journey south to San Antonio by private transport - with a detour along the way to prove that everything really is bigger in Texas. We arrive at the Pearl District - once the largest brewery in Texas, now a vibrant neighbourhood of boutique shops, restaurants, bars, and coffee houses. Check in to the beautiful Hotel Valencia in San Antonio.
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Breakfast at the hotel before a private tour of the Alamo - one of the most significant historic sites in American history - where we'll learn about the story of Texas and why the battle that took place here has never been forgotten. The afternoon is yours to wander the famous San Antonio River Walk or visit the hotel spa. We end our journey together with a group dinner and a riverboat cruise.
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A final breakfast at the hotel. Everything is bigger in Texas - including the memories.
May 22-28, 2027
Accommodation
Austin
The Proper Hotel One of Austin's most design-forward boutique properties, the Proper feels like a living gallery - warm, textured, and distinctly Texan without being clichéd. Centrally located and impeccably designed.
Hotel Valencia
A boutique luxury hotel in the heart of San Antonio's vibrant downtown, steps from the San Antonio River Walk. Elegant, intimate, and perfectly positioned for exploring the river walk.
A curated 7-day journey through two of Texas's most iconic cities, designed for connection, culture, and bold experiences.
Dates: May 22–28, 2027
Location: Austin & San Antonio, Texas
Group size: Maximum 14 women
Full trip investment options:
Double occupancy — $5,625 USD per person
Single occupancy — $7,293 USD per person
This purchase secures your spot with a non-refundable deposit of $500 USD. Your remaining balance will be invoiced separately in 2 instalments, with full payment due 90 days before departure. Applicable taxes are included in the tour package price. Full itinerary and details are available on the trip page.
Secure your spot · $500 non-refundable deposit
What’s included:
4 nights at the Proper Hotel, Austin2 nights at Hotel Valencia, San AntonioWelcome cocktails and refined BBQ dinnerPrivate city tour of Austin with a local guideSouth Congress explorationEvening bat watching cruise, Congress Avenue BridgeLunch at one of Austin's best Mexican restaurantsLive music evening at iconic Austin venuesPrivate transportation from Austin to San AntonioPrivate tour of the AlamoRiverboat cruise, San Antonio River WalkSelected meals throughout as listed in itineraryAll local transportation between group activities
What's not included:
Flights to Austin and home from San Antonio.
Airport transfers.
Travel insurance (required).
Personal meals not listed in itinerary.
Personal spending and gratuities.
Experience Details
Seven days across two of Texas's most iconic cities. Austin's bold creative energy, legendary food scene, and live music culture — followed by San Antonio's history, its famous San Antonio River Walk, and a pace that invites you to slow down. Unexpected, unforgettable, and entirely Texas.
pricing optionsreserve withMay 22–28, 2027
Dates7 days, 6 nights
Duration14 women
Group Size$5,625 USD per person. Double occupancy (shared room, separate beds)
$7,293 USD per person. Single occupancy (private room)
$500 USD non-refundable
Secure your spot · $500 non-refundable deposit. Payments available in 2 instalments, paid in full 95 days prior to departure. Applicable taxes are included in the tour package price.
Questions? Email hello@thewelltravelled.ca
A curated 7-day journey through two of Texas's most iconic cities, designed for connection, culture, and bold experiences.
Dates: May 22–28, 2027
Location: Austin & San Antonio, Texas
Group size: Maximum 14 women
Full trip investment options:
Double occupancy — $5,625 USD per person
Single occupancy — $7,293 USD per person
This purchase secures your spot with a non-refundable deposit of $500 USD. Your remaining balance will be invoiced separately in 2 instalments, with full payment due 90 days before departure. Applicable taxes are included in the tour package price. Full itinerary and details are available on the trip page.
YOUR GUIDEKimberly
Licensed travel consultant, citizen of three countries, and native Texan. Kimberly lived in Austin for many years and goes back every year to explore the endless options of incredible experiences and to eat the best tacos in the world!
Every hotel, restaurant, and outing is personally vetted by Kimberly, because we believe you deserve a truly unforgettable journey.
How booking works
01Choose your trip
Browse our upcoming journeys and find the one that calls to you.
02Secure your spot
Pay your $500 non-refundable deposit to secure your spot. Full balance is due 95 days before departure.
03Pack and go
Kimberly will send packing guidance and all the details you need. Then simply arrive and enjoy.
Important details:Flights: Travellers are responsible for booking their own flights. If you would like assistance booking your flights through a licensed travel agency, Voyages G Travel would be happy to help — visit voyagesgtravel.com or reach out through our contact page.
Travel insurance: Proof of medical travel insurance is required.
Fitness: Moderate walking on mostly flat surfaces. No strenuous activity required.
Cancellation: Please refer to The Well Travelled cancellation policy.
Roommate matching: Travelling solo? We'll match you with a compatible roommate. Prefer your own room? The single supplement option is available at the time of booking.
Frequently Asked Questions
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SIZE: Many group tours move in crowds of 40 to 60, but the Well Travelled intentionally limits our groups to just 14 women. This intimacy is the heart of what we do-it transforms a group of travellers into a circle of friends, allowing for a connected dynamic that simply isn't possible in a crowds.
PACE: While many tours rush to check boxes, squeezing multiple excursions into a single day, the Well Travelled chooses depth over distance. We believe that one incredible, immersive experience-rich in understanding and local flavour-is far more meaningful than a blur of short stops that fade into one another by sunset.
ACCOMMODATION: Most regular tours offer mid-range hotels to lower costs, the Well Travelled caters to the woman who believes that where you sleep is an essential part of the journey. We understand that a hotel should be more than just a bed-it should be an experience! That's why Kimberly personally visits 15 to 20 hotels in a destination before making a selection. Kimberly looks beyond the stars, seeking out that rare, intimate "boutique" charm that even the grandest hotels sometimes miss. We believe that a beautiful day deserves a beautiful place to end it.
FOOD: Food at the Well Travelled is never an afterthought; it is part of the experience. We select food that caters to the woman who travels with her palate, seeking out flavours that tell the story of the land. Whether we are sharing a farm-to-table lunch at a local organic farm, enjoying a white-linen dinner with a breathtaking sunset view, or discovering a hidden-gem food truck where the locals linger, you can be assured that every meal is hand-picked for its authenticity, quality, and ambiance.
BALANCE: We believe in travel that breathes. At the Well Travelled, we bridge the gap between a slow travel philosophy and the reality of limited vacation time. We achieve this by balancing group discovery with intentional personal downtime, so you don't need to recover from your vacation when you return home. Because your time is your most valuable asset, we've meticulously vetted every stop. From cherry-picked gems to immersive cultural moments, we ensure every experience transcends the ordinary and is worthy of your hard-earned vacation.
All of these elements combine to create a highly customized travel journey that lets you feel the soul of each destination.
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Yes - the trip ends in San Antonio so your return flight should depart from San Antonio International Airport (SAT), not Austin.
If you would like assistance booking your flights through a licensed travel agency, Voyages G Travel would be happy to help — visit voyagesgtravel.com or reach out through our contact page.
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Absolutely - in fact most of our travellers come on their own. That's exactly what The Well Travelled was designed for. You'll be matched with a roommate if you choose the double occupancy option, or you can book a private room.
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South Congress Avenue - known locally as SoCo - is one of Austin's most iconic streets, lined with vintage shops, local boutiques, restaurants, food trucks, and some of the city's most colourful street art. It perfectly captures Austin's creative, eclectic spirit.
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Rainey Street is a residential street turned bar and restaurant district in downtown Austin - known for its bungalow-style bars, craft cocktails, and a slightly more grown-up vibe than the famous 6th Street.
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Yes - join the waitlist and we'll be in touch immediately if a spot opens up.
Seven days in Texas. Two cities. Fourteen women who know how to travel.
A curated 7-day journey through two of Texas's most iconic cities, designed for connection, culture, and bold experiences.
Dates: May 22–28, 2027
Location: Austin & San Antonio, Texas
Group size: Maximum 14 women
Full trip investment options:
Double occupancy — $5,625 USD per person
Single occupancy — $7,293 USD per person
This purchase secures your spot with a non-refundable deposit of $500 USD. Your remaining balance will be invoiced separately in 2 instalments, with full payment due 90 days before departure. Applicable taxes are included in the tour package price. Full itinerary and details are available on the trip page.
By reserving your spot you are paying a non-refundable deposit of $500 USD. Your remaining balance of $9,396 USD will be invoiced separately in 4 instalments. Full payment is due 90 days before departure.