Puerto Rico - 40th Birthday Girls Trip: Piña Coladas, Pool Days, Catamaran Fun + Bad Bunny’s Restaurant
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Puerto Rico - 40th Birthday Girls Trip: Piña Coladas, Pool Days, Catamaran Fun + Bad Bunny’s Restaurant
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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.
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This episode is available to watch on YouTube: https://www.youtube.com/@kelseygraves
If you’d like to share about your trip on the podcast, email me at: kelsey@triptalespodcast.com
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Mentioned 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