Pace's Last Ride
Sending Pace off with art, history, and Tex-Mex — San Antonio style
Riverside Condo with Pool Access
Budget-friendly condo with direct River Walk access, shared pool, and open kitchen for group cooking. Two nights = $1,200 total, $100/person. Pricing is estimated based on mid-range Airbnb rates for this area in March 2027.
$600 total ($100/person/night split 6 ways)/nightCheck in, drop bags, settle into HQ. Open the welcome kit (Shiner Bock in the fridge, Mi Tierra snacks waiting). Pool access is live — crew can chill poolside if weather is good.
Tip: Assign someone to grab ice and snacks from the nearby HEB grocery — stock the kitchen for the weekend.
Hang by the pool, catch up, let the travel wear off. March weather in San Antonio is perfect — 70s, sunny. This is where the inside jokes start forming.
Tip: Pace's vintage truck obsession — if anyone spotted cool trucks on the drive in, snap a photo for the group chat.
Guided 2-hour food tour hitting Mi Tierra (Pace's white whale — puffy tacos incoming), plus 2-3 other River Walk Tex-Mex spots. Learn the history of each dish. This is Pace's kind of culture.
Tip: Book this tour in advance — March is Fiesta season, tours fill up. Confirm the Mi Tierra stop when you book.
After the food tour, crew is full but thirsty. Either cook something light at the house (tacos, nachos) or grab casual food nearby. Save the steakhouse for tomorrow night.
Tip: Hit up a local taco stand or food truck if you want to keep it cheap — San Antonio has the best street tacos in Texas.
Start at The Esquire Tavern (craft cocktails, chill vibe, no cover). Then Pat O'Brien's (famous Hurricanes, patio scene). Two bars, low-key, get the crew acclimated. Back to the condo by midnight.
Tip: Pace loves Willie Nelson — request 'On the Road Again' at the bar. Shiner Bock is everywhere here, so he's set.
Cook eggs and bacon at the house, or walk to Guenther House (River Walk brunch spot, biscuits and gravy). Keep it light — big day ahead.
Tip: Guenther House has a gorgeous 1860s house vibe — Pace will appreciate the history.
2-hour guided tour of the Alamo and nearby Spanish missions. Pace gets the deep-dive history he's been waiting for. The crew learns why San Antonio is the culture capital of Texas.
Tip: Wear sunscreen — March sun is real. Bring water bottles.
Grab lunch at a casual spot near the Alamo (The Original Mexican Restaurant is close, cheap, and legit). Keep it quick — brewery tour is at 3:30 PM.
Tip: The Original has been there since 1899 — Pace will love the history.
Pool time, nap, shower, get ready for the big night. This is the breathing room — let the crew recharge before the brewery tour and steakhouse.
Tip: Assign someone to make a Spotify playlist for the evening — Willie Nelson, Selena, Robert Earl Keen on rotation.
90-minute brewery-distillery combo tour. Taste local craft beer and whiskey. Ranger Creek is a San Antonio institution — the crew gets the full experience, and Pace gets to talk vintage trucks with the tour guide (they're into that stuff too).
Tip: Book this in advance. Limit is usually 20 people per tour, so confirm your group size.
Head back, clean up, change into dinner clothes. This is the transition to the big night.
Tip: Pace should wear something nice — steakhouse is upscale-casual.
James Beard-nominated charcuterie and cocktails at the Pearl District. This is the signature dinner — upscale but not stuffy, and the charcuterie board is legendary. Reservation required.
Tip: Book this 2+ weeks ahead. Request a table near the window if possible.
Start at Howl at the Moon (dueling pianos, request songs, sing along). Then Jazz, TX (Pearl District jazz club, live music, cocktails). Then The Friendly Spot Ice House (huge outdoor beer garden, 250+ beers, chill vibe). Finish at Cowboys Dancehall if energy is high (honky-tonk, mechanical bull, live country). This is the crawl.
Tip: Howl at the Moon gets rowdy — request Willie Nelson songs for Pace. Dueling pianos are the move for a culture-guy who loves live music.
French-inspired bakery at the Pearl — macarons, pastries, coffee. Low-key, no wait on Sunday mornings. Crew refuels before heading out.
Tip: Bakery Lorraine is perfect for a culture-guy — it's got that refined European vibe Pace appreciates.
Final group moment — head to The Boxcar Cigar Lounge on the River Walk. Cigars, Texas whiskey, and a chill vibe. This is where the toast round happens (see honoringMoment section).
Tip: Book a table in advance if the group is 6+. Bring cash for cigars and drinks.
Flights or drives home. Uber XL or rideshare to the airport.
Tip: Pace should have the group's favorite photo from the weekend — make sure someone grabbed it.
Craft Cocktail Speakeasy
River Walk speakeasy with the longest wooden bar top in Texas — craft cocktails since 1933. Chill, sophisticated, perfect for starting the night. No cover, craft drinks around $12–15.
Dueling Piano Bar
River Walk dueling piano bar — request songs, sing along with the crew. High-energy, fun, perfect for a culture-guy who loves live music. Cover is ~$10, drinks $12–16.
Jazz Club & Lounge
Pearl District jazz club with live music, cocktails, and supper-club vibes. Sophisticated, intimate, perfect for Pace's taste. No cover, cocktails $14–18.
Outdoor Beer Garden
Huge outdoor ice house in Southtown with 250+ beers and a family-friendly-by-day, party-by-night vibe. Cheap beer ($4–7), food trucks, chill atmosphere. This is the crew's kind of spot.
Honky-Tonk / Live Country
Massive 45,000 sq ft honky-tonk with live country music and mechanical bull. Unhinged energy, cheap drinks ($5–8), pure San Antonio. Willie Nelson and Selena on the jukebox.
Tex-Mex / 24-Hour Institution • $12–18/person
Market Square legend with massive plates and mariachi bands. Pace's white whale — the puffy taco plate is the move. Open 24/7, so it's also the late-night backup.
New American / Charcuterie • $35–50/person
James Beard-nominated spot at the Pearl District. Legendary charcuterie board, craft cocktails, upscale-casual vibe. This is the steakhouse-tier dinner for the crew.
Tex-Mex / Historic • $10–15/person
River Walk institution since 1899. Cheap, legit, and full of history — Pace will love it. Puffy tacos and enchiladas, no frills.
American / Brunch • $14–20/person
Gorgeous 1860s house turned brunch spot on the River Walk. Biscuits and gravy, coffee, historic charm. Perfect for a culture-guy who loves old buildings.
Bakery / Brunch • $12–18/person
French-inspired bakery at the Pearl with macarons, pastries, and excellent coffee. Refined, low-key, perfect for recovery brunch.
The best man always ends up fronting thousands and chasing Venmos for six weeks. This block kills that. Drop it in the group chat before anyone books — what’s covered, what’s on each guy, who pays when.
“Bachelor weekend lockdown — we're rolling to San Antonio March 13–15, 2027 for Pace. Total per head: $320 covering the house, food tour, Alamo tour, brewery tour, group dinners, and nightlife. Flights and your own bar tabs on you. First payment of $150 lands in my Venmo by January 31 — that locks the condo and the Alamo tour. Reply 'in' if you're committed. We're sending Pace off with culture, history, and Tex-Mex. Let's make Curtain Call legendary.”
The personalization most playbooks skip — his hobbies, the inside jokes, his bourbon, his playlist. This is what moves a plan from good to legendary.
Willie Nelson ('On the Road Again'), Selena ('Bidi Bidi Bom Bom'), Robert Earl Keen ('The Road Goes On Forever'), Sturgill Simpson ('Metamodern Sounds in Country Music'), Jason Isbell ('Something to Remind Me'). Load this onto a Spotify playlist and play it at the condo and during pregame.
Every bachelor weekend has the moment — the roast, the slideshow, the toast, the private war room. Here’s where and when to do it, and how to tee it up so it actually lands.
Go around the room, each guy shares one specific memory of Pace + one wish for his marriage. Keep it to 90 seconds each. Examples: 'Remember when Pace spent three hours reading Alamo plaques and made us all listen?' or 'I wish you and [fiancée] the kind of partnership where you both get to be yourselves.' Start with the best man, go clockwise. No roasting — this is sincere.
Pro tip: Text the crew 48 hours ahead asking them to pre-think their memory and wish. Have tissues ready — this gets emotional in the best way.
The “best man nailed it” signal. A bag that’s already waiting in the rental when the crew walks in — hangover kit, branded koozies, his favorite snacks, a couple inside jokes. Small effort, massive return.
Overpacking the final day is one of the most cited regrets in bachelor-party post-mortems. This is the slow-roll by design — recovery brunch, one light move, airport runs. Nothing else on the schedule.
Bakery Lorraine
French-inspired bakery at the Pearl with macarons, pastries, and excellent coffee — refined, low-key, perfect for recovery brunch with zero wait on Sunday mornings.
Cigar Lounge Session at The Boxcar
Final group moment — cigars, Texas whiskey, and a chill vibe. This is where the toast round happens and the crew says goodbye to Pace as a single man.
Tell everyone to book flights after 2 PM so nobody rushes checkout. Arrange one Uber XL to the airport at 1:30 PM instead of 5 separate trips — saves money and keeps the crew together for the final goodbye.
The contingency plan nobody writes until it’s too late — weather backup, late-arrival pickup, noise-complaint protocol. Keep it close.
If the Alamo walking tour gets rained out (rare in March, but possible), swap to an indoor activity: TopGolf San Antonio (multi-level driving range with food, drinks, and group competition — $25–55/pp, 2–3 hours). Call day-of and they take groups of 6+ with no reservation.
If someone lands after the Day 1 food tour, leave a house key at the front desk and drop the address in the group chat. They can grab food at Mi Tierra (open 24/7) and meet the crew at The Esquire Tavern or Pat O'Brien's. Day 1 is chill anyway — they won't miss anything critical.
Run through this the week after the trip — settle the Venmos, share the drive, send the thank-you drops, lock the highlight reel. Closure rituals are what turn a weekend into a memory.
Transport: Rideshare (Uber XL) for all nightlife moves. No party bus needed for 6 people. Estimate $8–15 per ride within the River Walk area. Total transport for the weekend: ~$40–50/person including airport runs.
Nightlife Strategy: Day 1 is a 2-bar warm-up (Esquire Tavern → Pat O'Brien's, back by midnight). Day 2 is the full crawl: Howl at the Moon (dueling pianos, 90 min) → Jazz, TX (live music, 60 min) → The Friendly Spot (beer garden, 90 min) → Cowboys Dancehall (honky-tonk, 2+ hours if energy is high). No cover at most spots except Howl at the Moon (~$10). Drinks average $12–16. Total bar spend Day 2 is roughly $60–80/person including food.
Use Pace's plan as your starting point
Start a private war room with this itinerary — customize it, invite your crew, and let them vote.
Every link pre-filled with this trip’s dates and crew size. Your greenlit war room has this too — with live editing and Trip Terms the crew can vote on. Confirm dates and party size on the partner site before booking.
Activities
Flights