San Juan

In Old San Juan, Calle Fortaleza and Calle San Francisco have everything from T-shirt emporiums to jewelry stores to shops that specialize in made-to-order Panama hats. Running perpendicular to those streets is Calle Cristo, lined with factory-outlet stores, including Coach, Dooney & Burke, Guess, and Tommy Hilfiger. On weekends, artisans sell their wares at stalls around Paseo de la Princesa.

With many stores selling luxury items and designer fashions, the shopping spirit in Condado is reminiscent of that in Miami. Avenida Ashford is considered the heart of San Juan's fashion district. High-end chain stores such as Ferragamo and Gucci huddle together in a formerly derelict shopping strip, betting that the newly renovated luxury hotel La Concha will attract people ready to plunk down their platinum cards. A little farther west along Avenida Ashford are the one-of-a-kind clothing retailers that make this neighborhood worth a visit.

Just as in most other American cities, however, the real shopping occurs in the mall, and Plaza Las Américas—the largest in the Caribbean—is not to be missed. Known to locals simply as "Plaza," it's often host to artisan crafts fairs, art exhibitions, antiques shows, live Latin music, and pageants, depending on the time of year. For high-end shopping at stores like Saks and Louis Vuitton, head to the newer Mall of San Juan.

Thanks to Puerto Rico's vibrant arts scene, numerous galleries and studios are opening, and many are doing so in Santurce, Puerta de Tierra, and other neighborhoods outside the walls of Old San Juan.

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  • 1. Cappalli

    Old San Juan | Clothing

    Noted local designer Lisa Cappalli sells her feminine, sensuous designs in this elegant boutique, which specializes in ready-to-wear and custom...Read More

  • 2. Concalma

    Old San Juan | Clothing

    Here designer Matilsha Marxuach, who is keen on sustainable fashion, sells her hip line of fair-trade messenger and handbags, as well as bathing...Read More

  • 3. Harry Robles

    Ocean Park | Clothing

    Puerto Rican couture designer Harry Robles specializes in elegant evening and bridal gowns. ...Read More

  • 4. Jean Cintrón

    Santurce | Clothing

    Up-and-coming young designer Jean Cintrón has his appointment-only shop on Calle Cerra. Visit the website to schedule a visit....Read More

  • 5. Monsieur

    Condado | Clothing

    The quality clothing at Monsieur is very sleek and stylish—everything for the well-dressed man. ...Read More

  • 6. MUNS

    Old San Juan | Clothing

    Sisters Bianca and Paola Muns sell sustainable clothing and jewelry under their own label at this pretty boutique. They also carry a curated...Read More

  • 7. Nativa

    Condado | Clothing

    The window displays are almost as daring as the clothes at this shop, which caters to trendy young ladies looking for party dresses, jumpers...Read More

  • 8. Olivia Boutique

    Condado | Clothing

    Here you'll find luxury designer clothing, shoes, and accessories for women. The curated collections are beautiful....Read More

  • 9. Otto

    Condado | Clothing

    Otto Bauzá stocks international lines of casual and formal wear for younger men. ...Read More

  • 10. Pure Soul

    Old San Juan | Clothing

    Sylma Cabrera sells chic resort wear made of natural fabrics by local artists and under her own label, Pure Soul. You'll also find stunning...Read More

  • 11. Abitto

    Clothing

    Hipper than most other Condado boutiques, Abitto carries designer fashion for men and women including John Galliano, Alexander McQueen, YSL...Read More

  • 12. Casa Galesa

    Old San Juan | Clothing

    Casa Galesa has gorgeous older pieces mixed in with some lovely reproductions. ...Read More

  • 13. Clubman

    Old San Juan | Clothing

    With many years spent catering to a primarily local clientele, Clubman remains the classic choice for gentlemen's clothing. ...Read More

  • 14. E'Leonor

    Clothing

    Head to E'Leonor for bridal apparel, evening gowns, and cocktail dresses as well as more casual attire. There are designs on offer by Missoni...Read More

  • 15. Marella

    Clothing

    This boutique sells trendy women's apparel from labels that include Parker, Diane von Furstenberg, Yumi Kim, Karina Grimaldi, Ramona LaRue,...Read More

  • 16. Nono Maldonado

    Condado | Clothing

    Known for high-end, elegant men's and women's clothes, particularly in linen, Nono Maldonado worked for many years as the fashion editor of...Read More

  • 17. Pasarela

    Clothing

    Pasarela, which means "catwalk" in Spanish, seems a fitting name for a boutique offering designs by the likes of Nicole Miller, Luca Luca, La...Read More

  • 18. Piña Colada Club

    Clothing

    A great place to scout out casual resort wear, cover-ups, swimwear, and tropical-inspired jewelry, this place carries its own clothing line...Read More

  • 19. The Velvet Room

    Clothing

    Local fashion designer Natalia Collazo runs this hip boutique in Condado. You'll find one-of-a-kind clothing and jewelry pieces in her trendy...Read More

  • 20. Verovero

    Clothing

    Verovero stocks women's shoes that look as if they were dreamed up by engineers. These gravity-defying styles are mostly from Italian designers. ...Read More

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