This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts.Smart Travel Podcast
Back in 2014, I was working my way through the Carib…Check out the new Smart Travel Podcast
This episode is supported by Smart Travel a new podcast from Nerd Wallet. Travel smarter — and spend less — with help from NerdWallet. Follow Smart Travel wherever you get your podcasts.Smart Travel Podcast
Back in 2014, I was working my way through the Caribbean as a solo traveller and my last stop was Puerto Rico. It was an interesting time to say the least!
In this episode of the Winging It Travel Podcast, I'm taking you back to an unexpected four-day trip I took to San Juan, Puerto Rico. Moving away from a standard travel guide, I'm sharing a raw, storytelling experience as I can't remember anything else from this trip bar the stories, ha!
Tune in as I recount comforting a fellow traveler after a shocking hostel heartbreak over the best Oreo cheesecake I’ve ever had in Starbucks, bar-hopping through local residents' makeshift rum-houses, dodging torrential downpours during the rainy season, and sharing a dorm with an Irish solicitor who was drunkenly managing his criminal clients over the phone.
A weird and wonderful experience in Puerto Rico and I wouldn't have it any other way!
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Timestamps
00:00 — Introduction: Recalling My Strange, Unscripted 2014 Trip to Puerto Rico
00:40 — Welcome to Winging It with James Hammond
02:17 — Why Puerto Rico? Navigating Complex Territories and Finding Cheap Flights
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We’re taking you to the Walk Around Grand Tasting at the Puerto Rico Wine & Food Festival! The event is part of a 5-day culinary party with events hosted at the beautiful La Concha Resort and around different venues across San Juan.
In this episode we break down ticket costs, food tasting, all the…We’re taking you to the Walk Around Grand Tasting at the Puerto Rico Wine & Food Festival! The event is part of a 5-day culinary party with events hosted at the beautiful La Concha Resort and around different venues across San Juan.
In this episode we break down ticket costs, food tasting, all the food & cocktails included and give an inside look at what the party is like: loud, fun & exciting!
Continue your Puerto Rico trip beyond the festival:
• Download our 5-day Puerto Rico itinerary and take the same trip we did when we went to the PRWFF - just make sure to double check festival dates!
• More Puerto Rico tours and things to do when you are in town for the festival.
• Find a great flight deal to San Juan with Thrifty Traveler Premium’s flight deals. Use our promo code TSP to get $20 off your first year subscription.
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Contains affiliate links, thanks for supporting Travel Squad Podcast!more
We’re taking you along on our 6 day trip to Puerto Rico for every mojito, empanada, and beach. We share our honest opinions about Puerto Rico’s vibrant culture, beautiful architecture, and local beaches. We cover where to stay, what to eat, driving tips, how much the trip cost, our experience at the…We’re taking you along on our 6 day trip to Puerto Rico for every mojito, empanada, and beach. We share our honest opinions about Puerto Rico’s vibrant culture, beautiful architecture, and local beaches. We cover where to stay, what to eat, driving tips, how much the trip cost, our experience at the Puerto Rico Wine & Food Festival, and plenty of recommendations to help you plan your own Caribbean getaway without needing a passport.
You can download our 5-day Puerto Rico itinerary and take this exact same trip.
Episode Highlights:
• How to get to Puerto Rico as a U.S. traveler
• Transportation, driving, parking, and money saving travel tips
• Where to stay in San Juan and what made our resort experience special
• Exploring Old San Juan, El Morro, La Perla, and colorful colonial streets
• Visiting the Puerto Rico Wine & Food Festival
• Boat excursion to Culebra Island and relaxing at Flamenco Beach
• Luquillo Beach, Playa Buyé, Domes Beach, Crash Boat Beach, and Ponce
• Our favorite Puerto Rican food, cocktails, and restaurants from the trip
Hotels in Puerto Rico we recommend:
• La Concha Resort - Where we stayed here. The location is great with plenty of bars and restaurants in walking distance, just 15 minutes from the airport, Condado Beach is stunning and the resort has many great amenities.
• The Royal Sonesta - Swim up bar!
• Caribe Hilton - Huge pool and big balconies overlooking the ocean.
Check out our Puerto Rico tours and things to do in our Viator shop.
Find a great flight deal to San Juan with Thrifty Traveler Premium’s flight deals. Use our promo code TSP to get $20 off your first year subscription.
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Shop: Trip Itineraries & Amazon Storefront
Connect: YouTube, TikTok, and Instagram and contact us at [email protected] to submit a question of the week or inquire about guest interviews and advertising. Submit a question of the week or inquire about guest interviews and advertising.
Contains affiliate links, thanks for supporting Travel Squad Podcast!more
Looking for the best things to do in Puerto Rico beyond the typical tourist attractions?
From the historic streets of Old San Juan to lesser-known beaches and Afro-Caribbean cultural experiences, add these must-see attractions and activities to your Puerto Rico travel itinerary.
Read blog post: ht…Looking for the best things to do in Puerto Rico beyond the typical tourist attractions?
From the historic streets of Old San Juan to lesser-known beaches and Afro-Caribbean cultural experiences, add these must-see attractions and activities to your Puerto Rico travel itinerary.
Read blog post: https://thoughtcard.com/things-to-do-puerto-rico/
Other Episodes You'll Enjoy
• Pros and Cons of Moving to Puerto Rico - Episode 131
• Planning a Budget-Friendly Trip To San Jaun, Puerto Rico - Episode 10
Connect with Bianca Alba:
• Website: www.thislatinatravels.com
• Instagram: www.instagram.com/thislatinatravels
• Getaway Guide For San Juan: https://www.thislatinatravels.com/product/getaway-guide-san-juan-puerto-rico/
Work With Me:
Email [email protected] for brand partnerships and business inquiries.
Resources & Recommendations:
➡️ Sign up for a high-yield savings account with Ally Bank
➡️ Sign up for Rakuten and earn cash back on purchases
➡️ Earn points by snapping photos of receipts with Fetch
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• Leave a review in your podcast app. It helps other listeners discover the show
• Share this episode with family and friends who want to visit San Juanmore
Is cruising worth it—especially if you usually prefer independent travel? In this episode, Cheryl shares her first cruise experience sailing out of San Juan, Puerto Rico, and visiting five Caribbean islands in seven days. She offers an honest look at what surprised her, what she loved, what felt fru…Is cruising worth it—especially if you usually prefer independent travel? In this episode, Cheryl shares her first cruise experience sailing out of San Juan, Puerto Rico, and visiting five Caribbean islands in seven days. She offers an honest look at what surprised her, what she loved, what felt frustrating, and what she learned as a first-time cruiser. If you’re curious about cruising solo—or considering going with a friend—this episode will help you decide whether it fits your travel person...more
A seven-night Eastern Caribbean cruise review of Enchanted Princess to private destination Princess Cay, Amber Cove, Grand Turk, and San Juan Puerto Rico.
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Is it Caribbean or Caribbe-an? We kick off this episode of Stacking Adventures with the great pronunciation debate—then head straight into a destination you can explore without needing a passport: Puerto Rico.
Hosts Joe Saul-Sehy and Crystal Hammond welcome travel advisor Donna Pelletier from Vacat…Is it Caribbean or Caribbe-an? We kick off this episode of Stacking Adventures with the great pronunciation debate—then head straight into a destination you can explore without needing a passport: Puerto Rico.
Hosts Joe Saul-Sehy and Crystal Hammond welcome travel advisor Donna Pelletier from Vacations by Donna, who shares highlights from her recent pre-cruise mini-adventure in Puerto Rico. While it wasn't a deep-dive vacation, Donna packed in just enough to give us a taste of what's possible in a short visit—and how to make the most of your own.
In this episode:
• Where to stay when time is limited (Donna's take on the Hilton Garden Inn)
• Smart ways to squeeze in dining, cocktails, and local flavor without overcommitting
• Kayaking, ATVs, casinos, and other mini excursions worth considering
• A few surprising insights—like how a quick stop at Walmart can save your trip
• How to lower stress and costs when adding Puerto Rico to your cruise itinerary
Plus, don't miss our Gear of the Day pick that can save your soles when you're pounding pavement between piña coladas.
Whether Puerto Rico is your main event or just a quick stop, this episode is full of practical, doable adventure hacks for travelers on the go.more
As we wrap up another year, I'm re-sharing an episode I originally released back at the end of 2020 about a holiday tradition I got to witness while I was visiting Puerto Rico. I often travel over Christmas and New Years, and I love seeing how people in other places have cultural practices that are …As we wrap up another year, I'm re-sharing an episode I originally released back at the end of 2020 about a holiday tradition I got to witness while I was visiting Puerto Rico. I often travel over Christmas and New Years, and I love seeing how people in other places have cultural practices that are different from my own. This was one of those experiences. My friend Rob took me to a parranda, which is sort of like a Puerto Rican version of Christmas caroling. But as you’ll hear, this particular parranda had an interesting twist.
On Far From Home, award-winning public radio journalist Scott Gurian reports fascinating stories from faraway places like Iran, Chernobyl, and Mongolia. For more info, visit farfromhomepodcast.orgmore
Join Ashley and Emily in this episode of Travel Chat as they discuss their experiences at the WITS conferences in different locations around the world. From the intimate setting in Gdansk, Poland to the vibrant atmosphere in Puerto Rico and the exciting time in Utah, Salt Lake City, Park City, the h…Join Ashley and Emily in this episode of Travel Chat as they discuss their experiences at the WITS conferences in different locations around the world. From the intimate setting in Gdansk, Poland to the vibrant atmosphere in Puerto Rico and the exciting time in Utah, Salt Lake City, Park City, the hosts share insights and highlights from each of the three conferences they attended. Tune in to hear about their speaking engagements, conference activities, and more. Key takeaways: Ashley’s...more
Today's episode is all about visiting Puerto Rico with kids!
Planning a family vacation to Puerto Rico? We spent 1 week in PR for our spring break and had the best time exploring the island.
From El Yunque National Forest to the beautiful beaches and the charm of Old San Juan, there's so much to s…Today's episode is all about visiting Puerto Rico with kids!
Planning a family vacation to Puerto Rico? We spent 1 week in PR for our spring break and had the best time exploring the island.
From El Yunque National Forest to the beautiful beaches and the charm of Old San Juan, there's so much to see and do in this US Territory! (And no passports needed for US citizens!
Blog Posts:
• The Perfect 1 Week Puerto Rico Itinerary for Families
• How Much Is A Trip to Puerto Rico? Our Family Vacation Cost
• Essential Packing List for Puerto Rico Where to find me:
