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A last-minute holiday trip turned into one of our favorite Puerto Rico itineraries yet. This was our fifth visit to the island, and instead of trying to see everything, we split the trip between Old San Juan and Santurce, rented a car only when it made sense, and focused on the experiences we genuinely love repeating.
In this episode, we share the practical decisions that made this trip work, what we’d do differently next time, and the places we keep returning to — from winter baseball and rum tours to beach days, food favorites, and one surprisingly great seasonal fast-food discovery.
Some of the links below are affiliate links and as such, we earn a small commission from purchases that allow us to continue telling you our stories without costing you anything extra.
Old San Juan
Santurce
Instead of renting directly at the airport, we took a short Uber ride to an off-airport rental location and saved a significant amount of money. This strategy works in many destinations, not just Puerto Rico.
Paseo de la Princesa Christmas Lights
Rum Walking Tour
Carly’s Fine Bistro
La Factoría
If you want to visit Bacardí while staying in Old San Juan, the ferry provides an easy and scenic route across the bay.
One of the most unexpectedly fun nights of the trip.
Even if you are not a huge baseball fan, this is a great cultural experience.
La Placita
Museo de Arte de Puerto Rico
Sunset Salsa Class at Ocean Park Beach
Mount Britton Trail
We also saw progress being made on trails closed since Hurricane Maria, which was encouraging.
Why we love it:
El Viejo Almacén
Orabori Empanadas
Cafetería Mallorca
El Vino Crudo
Chocobar Cortés
La Madre
Café Cola’o
Barista Squared
Cayo Blanco
Seasonal Coquito Frosty
We opened a 2018 Bordeaux purchased for around $15 and aged at home. After several years, it drank like a much more expensive bottle. A simple storage space and tracking app can make aging wine accessible and affordable.
Old San Juan
Puerto Rico works extremely well when you:
Full itineraries, planning notes, and bonus travel resources are available through supporter tiers at:
January 2026 Travel News: New Routes, Smoother Airports, and What Actually Matters This Year
A new year brings big shifts across the travel world — and in this episode, we break down what’s actually worth paying attention to as you plan trips for 2026.
From major airline route expansions and new nonstop options to Hawaii and the Caribbean, to changes that could quietly improve (or complicate) your airport experience, we cover the developments that impact real travelers — not just industry headlines.
You’ll hear about:
Airline mergers in Mexico and what they could mean for low-cost travel
American Airlines’ 100th anniversary expansion and why Chicago flyers should care
New nonstop routes to Hawaii and emerging Caribbean destinations
Which airlines and airports are actually on time — and which are the most stressful in the world
TSA’s expanding touchless ID program and how it could speed up security
Cruise news, including a luxury line going adults-only
New museum pricing in Europe and what travelers should expect
A surprising new visa-free destination opening up to Americans in Central Asia
If you like staying informed, planning ahead, and making smarter travel decisions without obsessing over every headline, this episode gives you a clear, grounded snapshot of where travel is headed in early 2026.
A Year of Going Deeper: Our 2025 Travel Recap
In this end-of-year episode, we sit down to recap our 2025 travels — not as a highlight reel, but as a reflection on how we travel, why our preferences are changing, and what we’re carrying forward into the next year.
Puerto Rico (New Year’s) — navigating island infrastructure realities and adapting plans on the fly
Chicago — the Travel & Adventure Show, favorite neighborhoods, and standout food
Mexico City — private guiding, home cooking, and a trip that permanently raised our expectations
Traverse City, Michigan — spring camping, fall wine country, and a destination Thanksgiving
Watkins Glen & the Finger Lakes — camping, hiking, and cool-climate wine
New Orleans — one of the best food cities in the world
Summer Camping Road Trip (3 weeks)
Bruce Peninsula National Park
Algonquin Provincial Park
Montreal
Acadia National Park
Connecticut & Rhode Island
Scranton, Pennsylvania
Michigan Favorites — Ludington State Park, the Straits, Fayette, and Detroit day trips
Why private and small-format experiences consistently outperform big group tours
How long weekends can deliver outsized value with less burnout
The tradeoffs of camper travel — and when it shines vs. when it’s hard
Food as a decision-maker: Mexico City and New Orleans set the bar
Returning to places at different life moments — and why that matters
Learning to travel well without always flying far
Michigan wine discoveries and joining another wine club
Standout meals in Mexico City and New Orleans
Unexpected gems in Detroit’s food scene
Cooking Thanksgiving away from home — and why we’d do it again
This isn’t just a recap of where we went — it’s about how our travel philosophy continues to shift:
Less checklist travel
More flexibility and context
Fewer crowds, better conversations
Trips that fit real life, not the other way around
As we look ahead to 2026, we talk about what we miss, what we don’t, and why traveling thoughtfully continues to matter more than ever.
December 2025 Travel News
Christopher and Ashleigh guide you through December’s most practical travel updates, from shifting airline routes to festive European destinations, with their trademark blend of honest insight and flexible planning tips.
This episode’s wine break skips the glass and instead offers practical gift-giving tips. Christopher and Ashleigh suggest picking wines adjacent to the recipient’s favorites (think French Chardonnay for an American Chardonnay fan) and recommend seeking advice from knowledgeable staff at local wine shops or large retailers like Total Wine. If you’re unsure of someone’s preferences, a little insight into whether they enjoy drier or sweeter wines can go a long way.
Tune in for a practical, up-to-date roundup to help shape your next adventure. Listen to the Go See Do Explore Podcast for honest travel news and tips to make your trips more meaningful—and a little more spontaneous.
Travel Trends 2026: Skyscanner’s Surprising Predictions & Value Destinations
Christopher and Ashleigh are your guides this episode as they dig into Skyscanner’s forward-looking report on how—and where—we’ll be traveling in 2026. They break down emerging trends, highlight offbeat and best-value destinations, and share honest perspectives on what might actually shape your future trips. To read the full report, click here.
The conversation kicks off with some genuinely unexpected trends Skyscanner is forecasting:
Midway through, the hosts pause for a wine break, sampling Mary Taylor Manchuela from Spain—an earthy, high-acidity red that’s bolder and more tannic than last week’s Portuguese pick. Christopher encourages listeners to discover collections of regional wines as a way to extend the travel experience at home.
Returning to trending and value destinations, Christopher and Ashleigh share specifics from the Skyscanner data:
Looking ahead, the hosts note that travelers are becoming more conscientious—seeking quieter places, considering curated experiences, and expecting tech like AI to make the journey more seamless. The report predicts most people will travel as much or more in 2026, with many planning multi-city trips and investing more in flights and hotels.
For honest, practical inspiration on how global travel trends might shape your next adventure, listen in to this episode of the Go See Do Explore Podcast.
Airports Without Stress: Practical Tips for a Better Travel Day
Christopher and Ashleigh share their favorite strategies for turning the airport from a dreaded obstacle into a surprisingly enjoyable part of your travels. Drawing on their own experiences and a mindset shift, they offer concrete ways to minimize stress, stay flexible, and even discover small pleasures along the way.
From booking smarter to making the most of your time before takeoff, the episode covers practical steps that help you avoid common headaches and find value—no matter where you’re flying. Christopher and Ashleigh emphasize treating the airport as part of the journey, not just a hurdle, and share tips for navigating both the expected and the unexpected.
On this episode’s wine break, the hosts sample Mary Taylor Douro, a rich, full-bodied Portuguese red from the historic Douro region—perfect for reflecting on travel’s unexpected joys.
The conversation continues with tech tips (portable chargers are a must), airport research hacks (check Eater guides for the best terminal eats), and why TSA PreCheck is a worthwhile investment if you fly even once a year. Ashleigh highlights the value of having backup flight plans and knowing what to expect at your layover airports. The hosts also reminisce about memorable terminals, like Detroit’s bright McNamara, San Francisco’s mid-century modern lounge, and the rocking chairs in Charlotte.
Whether you’re a reluctant flyer or secretly love airports, this episode of the Go See Do Explore Podcast is packed with honest, actionable advice for making your next travel day more enjoyable. Tune in and discover how a few smart tweaks can help you go, see, do, and explore with less stress and more delight.
Travel Mistakes We’ve Actually Made- And How to Avoid Them
Christopher and Ashleigh share honest stories about their own travel missteps—so you don’t have to learn the hard way. This episode is packed with practical lessons, from booking blunders to overambitious itineraries, all with the goal of helping you plan smarter and travel happier.
From wrong hotels in Manhattan to misaligned flights and rental cars in Puerto Rico, the hosts open up about mistakes that even seasoned travelers make—plus the simple systems and mindset shifts that help them recover (and sometimes even laugh about it later).
Mid-episode, Christopher introduces a cozy wine break: mulled wine using Cherry Wine (a semi-sweet wine from Good Harbor on Michigan’s Leelanau Peninsula) and their favorite mulling spices from the Spice House in Chicago—a small moment of comfort amid the chaos of travel stories.
Whether you’re a careful planner or a spontaneous explorer, you’ll find real, actionable advice in this episode. Listen in for relatable mishaps, practical fixes, and the kind of honest perspective that makes the Go See Do Explore Podcast a trusted travel companion.
Top 10 Michigan Christmas Experiences: Light Shows, Markets & More
Christopher and Ashleigh share their favorite ways to make the most of Michigan during the Christmas season, curating a list that blends festive classics with offbeat finds for a memorable holiday adventure. Here is a rundown of what they discuss:
Midway, the hosts pause to share a wine break: last night’s discovery of a Lebanese red blend at a Middle Eastern restaurant. Christopher notes how rare it is to find Middle Eastern wines in the US, describing the blend as “nice and fruity and acidic,” despite some sediment. It’s a reminder that travel—and holiday outings—can bring unexpected surprises close to home.
Whether you’re looking for cozy markets, outdoor adventure, or new traditions, this episode is packed with honest, practical tips for enjoying Michigan’s holiday season. Tune in to the Go See Do Explore Podcast for thoughtful guidance, festive inspiration, and plenty of ideas to make your Christmas in Michigan truly memorable.
October 2025 Travel News
Christopher and Ashleigh are back with a fresh roundup of the month’s most relevant travel news—curated to help you navigate shifting airline policies, cruise expansions, and what’s actually changing for travelers right now. Whether you’re planning a trip or just want to make sense of the headlines, this episode is packed with candid perspective and practical takeaways.
Airline News:
Cruise News:
General Travel News:
For more honest, value-driven travel insights, tune in to the Go See Do Explore Podcast—your guide to making every journey meaningful and well-informed.
Frankenmuth’s Best: Festivals, Food, and “Little Bavaria”
Christopher and Ashleigh guide you through all that makes Frankenmuth, Michigan, a memorable destination—whether you’re passing through on a road trip or planning a special getaway. With its Bavarian roots, festive energy, and a blend of quirky and classic attractions, “Michigan’s little Bavaria” offers more than meets the eye.
Some of the links below are affiliate links and as such, we earn a small commission from purchases that allow us to continue telling you our stories without costing you anything extra.
Start with Frankenmuth’s unique history, founded by German missionaries in 1845 and now famous for its immersive Bavarian flair. The town’s centerpiece, Bronner’s—the world’s largest Christmas store—draws visitors year-round, but especially shines (and gets crowded) between Thanksgiving and Christmas. Don’t miss the charming replica of the Silent Night Chapel on the grounds, and if you’re shopping for personalized ornaments, it’s the go-to spot.
During the episode’s break, Christopher shares his homemade Ginjinha—a cherry liqueur from Portugal, not a wine, but full of travel inspiration as he experiments with Michigan twists on a Lisbon classic.
Frankenmuth’s event calendar is packed: from the beloved Snow Fest with its snow and ice sculpting competitions, to May’s World Expo of Beer, Memorial Day’s canine-crazed Dog Bowl, June’s Bavarian Festival (complete with parade and music), summer music fests, and the uniquely sanctioned Oktoberfest in September. The holiday months transform the town into a Christmas wonderland.
Whether you’re after festive fun, family-friendly activities, or just a taste of Michigan’s German heritage, Frankenmuth delivers. Listen in for honest tips, personal favorites, and practical advice from Christopher and Ashleigh on the Go See Do Explore Podcast.
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