Cappalli
Noted local designer Lisa Cappalli sells her feminine, sensuous designs in this elegant boutique, which specializes in ready-to-wear and custom fashions including a small collection of whimsical, lacy wedding gowns.
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.
Noted local designer Lisa Cappalli sells her feminine, sensuous designs in this elegant boutique, which specializes in ready-to-wear and custom fashions including a small collection of whimsical, lacy wedding gowns.
Family-run since the 1930s, this store is known for its large selection of pearls and precious stones, as well as for its jewelry design.
The Cigar House has an eclectic selection of local and imported cigars from Nicaragua, Honduras, and the Dominican Republic. At the lounge and bar, you can enjoy your purchase with a glass of your favorite spirit.
Club Jibarito has a fantastic collection of high-end watches by Audemars Piguet, Chopard, H.Stern, Harry Winston, Panerai, and other designers.
Stylish, upscale handbags for men and women can be purchased at Coach for a discounted price.
Here designer Matilsha Marxuach, who is keen on sustainable fashion, sells her hip line of fair-trade messenger and handbags, as well as bathing suits, vintage clothing, and items made by other local designers.
This Old San Juan establishment has been in the Barquet family for four generations, and items from their Coquí el Original line—depicting the local tree frog—have become popular souvenirs. Choose from 14K-gold or sterling-silver coquí pendants, rings, bracelets, and more. If you’re looking for unique and high-end jewels, ask to browse the private back room.
Here the inventory, most of it Indonesian, ranges from bedspreads and furnishings to beaded jewelry and hand fans.
At El Galpón, knowledgeable owners Betsy and Gustavo will fit you with a Panama hat ($65–$900), and you'll learn that the genuine article is actually made in Ecuador. They also carry a large selection of Puerto Rican santos, hand-carved wooden saints.
For nearly three decades, Robert and Sharon Bartos have been selling antiques and objets d'art from all over the world, much of it from Europe.
This influential gallery displays art by the late Angel Botello, who was hailed as the Caribbean Gauguin as far back as 1943. (His works also hang in the Museo de Arte de Puerto Rico.) His paintings often feature the bright colors of the tropics and usually depict island scenes. Also on display here are works by other prominent local artists, Puerto Rican santos, and sculptures by Botello.
Among those who have displayed their works at Galería Petrus are Dafne Elvira, whose surreal oils and acrylics tease and seduce (witness a woman emerging from a banana peel); Marta Pérez, another surrealist, whose bewitching paintings examine such themes as how life on a coffee plantation might have been; and Elizam Escobar, a former political prisoner whose oils depict typically dark subjects. Exhibitions change frequently and focus on local artists like Bobby Cruz and Carlos Dávila Rinaldi.
This woman-owned shop in Old San Juan has a selection of sundresses, hats, accessories, and serves frozen rose while you shop.
This shop carries Haitian masks, statues, paintings, and wooden works of art. The second floor houses a large selection of paintings from the Caribbean.
Puerto Rican couture designer Harry Robles specializes in elegant evening and bridal gowns.
Up-and-coming young designer Jean Cintrón has his appointment-only shop on Calle Cerra. Visit the website to schedule a visit.
Loiza Dark is a small shop by the airport featuring gourmet, single-origin chocolate from Puerto Rico. Don't let the unassuming exterior fool you, inside there are decadent treats. Make your own custom truffle box with flavor options like passionfruit, coffee, and guava. Select from a variety of flavored chocolate bars, like cinnamon or lavender, with varying cacao percentages. They have seasonal gift baskets available, call to preorder for a special occasion. There is no seating or on-site dining available.
This small shop sells modern clothing and jewelry by independent artists from Puerto Rico and abroad.
You might find a reproduction of your hotel at this shop, which specializes in tiny ceramic versions of San Juan doorways. The works are created by hand in the shop, which also carries fine art prints.
The quality clothing at Monsieur is very sleek and stylish—everything for the well-dressed man.
Montadero Chocolate is a local chocolate shop that pays homage to its Puerto Rican roots both in its decor and in the mold of their chocolate bars, made to look like the mountains of the owner's hometown. The delicate chocolate truffles are hand painted and come in flavors like coconut with rum and dulce de leche. They have gift boxes that make for a scrumptious souvenir.
This is a good place to shop for high-quality folk art from around the island. You can also pick up local coffee and other food specialty items like hot sauce.
Sisters Bianca and Paola Muns sell sustainable clothing and jewelry under their own label at this pretty boutique. They also carry a curated selection of clothing, swimwear, and accessories by other Puerto Rican designers.
The window displays are almost as daring as the clothes at this shop, which caters to trendy young ladies looking for party dresses, jumpers, accessories, and shoes.
Aficionados of the famous Panama hat, made from delicately handwoven straw, should stop at Olé. The shop sells top-of-the-line toppers for as much as $1,000, as well as more affordable options that can be custom-fit. Take a few moments to browse the other goods for sale like decades-old santos and used books.
Here you'll find luxury designer clothing, shoes, and accessories for women. The curated collections are beautiful.
Otto Bauzá stocks international lines of casual and formal wear for younger men.
This complex in Canóvanas, about 25 minutes east of San Juan, has more than 50 factory outlet stores, including Adidas, Nautica, Guess, Tommy Hilfiger, and Calvin Klein. Those who aren't into shopping can head to the entertainment center, where offerings include go-kart racing, virtual reality experiences, bowling, and an arcade.
About 15 minutes east of San Juan, you'll find Plaza Carolina, with locals shops, as well as chain stores like Clarks, Forever 21, and T.J. Maxx. Get there via Route 26.