Episode Details

Jacki from Massachusetts (@trips.and.dips_ on Instagram) joins Kelsey to share about her girls’ trip to Puerto Rico with 8 friends celebrating their 40th birthdays in January 2026. From pool days and piña coladas to snorkeling off a catamaran, exploring Old San Juan, and dinner at Bad Bunny’s restaurant, this trip was full of fun and memorable moments.In this episode, Jacki shares what made Puerto Rico such a great destination for a milestone girls’ getaway, what their group loved most, and a few things she would do differently next time. NOW 60% OFF your first month of Rent the Runway with code RTRXKGRAVES:This episode is available to watch on YouTube: https://www.youtube.com/@kelseygravesIf you’d like to share about your trip on the podcast, email me at: kelsey@triptalespodcast.comBuy Me A Coffee: https://buymeacoffee.com/kelseygravesFollow me on Instagram: https://www.instagram.com/kelsey_gravesFollow me on TikTok: https://www.tiktok.com/@mskelseygravesJoin us in the Trip Tales Podcast Community Facebook Group: https://www.facebook.com/groups/1323687329158879Mentioned in this episode:
- Jacki from @trips.and.dips_ on Instagram (https://www.instagram.com/trips.and.dips_/)
- Condado Beach
- San Juan Marriott Resort and Stellaris Casino
- Restaurants:
   - 1950 Condado (good food, slow service)
   - The Atlantic restaurant at the Tryst Hotel (good food, vibe off)
   - La Casita de Rones (hand-shaken Pina Coladas, vibey, yummy apps, Instagram-able photo spots), Carli's Fine Bistro & Piano (super slow service)
   - El Condado Gastropub (out of everything, left and went somewhere else)       - Mexitaly (OK food, mix of Mexican and Italian)
   - La Concha (conch shell restaurant, super vibey, great for a couples trip)
   - Bad Bunny's restaurant Lala at The Mall of San Juan (great!)
- Old San Juan (take a golf cart tour)
- Bioluminescent Bay tours
- Catamaran tour out of Fajardo (good snorkeling!)
- El Conquistador Resort
- Guava and Cheese Pastelitos

Trip Tales is a travel podcast sharing real vacation stories and trip itineraries for family travel, couples getaways, cruises, and all-inclusive resorts. Popular episodes feature destinations like Marco Island Florida, Costa Rica with kids, Disney Cruise Line, Disney Aulani in Hawaii, Beaches Turks & Caicos, Park City ski trips, Aruba, Italy, Ireland, Portugal’s Azores, New York City, Alaska cruises, and National Parks like Grand Canyon, Yellowstone, Grand Tetons and Yosemite. Listeners get real travel tips, itinerary recommendations, hotel reviews, restaurant recommendations, and inspiration for planning their next vacation, especially when traveling with kids.