Flavors of San Juan Logo

#1 Food Tour in Puerto Rico – TripAdvisor

Boozy Bites Food Tour™

Taste Puerto Rico’s rich chocolate, light hors d’oeuvres, and iconic rum

Tour Type



3 hours

Light appetizers, cocktails and rum pairing

3 restaurants

Private Tours Available

Variable Pricing

Catch a glimpse of Old San Juan as the burnt orange sun dips behind a Spanish colonial city. This adult only sunset tasting tour weaves through the city to three independently owned restaurants/bars featuring light island hors d’oeuvres, two cocktails and to cap it all off, a trio of aged rums paired with Puerto Rico’s most famous locally sourced chocolate: Chocolate Cortes’ Forteza.   

Guests will learn first hand in a small group with a knowledgeable bilingual guide how to taste aged Puerto Rican rum and will get a crash course on high-end chocolate from one of the most famous chocolate producers on island.

Enjoy Old San Juan progressively through various stops with light appetizers, cocktails and a unique, unforgettable rum and chocolate pairing during this easy 3-hour stroll. Learn about the architectural features behind the Spanish buildings, plazas, squares, balconies and mysterious blue cobblestones in the heart of Puerto Rico’s capital city: Old San Juan.

Our small “Covid-19 ready tours” will keep you safe while you skip the lines to dine with us for “do not miss” restaurants and foodie scenes around the city. In a few hours you will be able to leave with the confidence and knowledge of a resident that will serve you during the remainder of your stay in sunny Puerto Rico.

Sip on 2 rum cocktails PLUS 3 rum pairings

Indulge yourself and savor Puerto Rico’s most famous artisanal chocolate: Forteza by Chocolate Cortes

Stroll the cobblestone streets of this 500 year old fortified Spanish colonial city and learn about its unique architecture

Visit iconic landmarks in the Americas and re-live the past on our small, boutique tours


Dine across 3 bars/restaurants – tour includes 2 cocktails; 3 rum pairings

Dietary substitutions provided while keeping local flavor (we cannot accommodate allergies to rum or chocolate)

Learn about our architecture, historic landmarks, history and other lesser known tidbit

Bilingual, knowledgeable guide provides more color and context than solo walking

Boozy Bites Food Tour™


3 hours


We meet at 206 Calle Tetuan (corner Calle Justo and Calle Recinto Sur) at the Plaza de Rafael Carrion in front of Old Banco Popular in Old San Juan facing the Bay of San Juan. Your guide will be wearing a green shirt and a smile.

Private Tour Booking Available

Frequently asked questions

Group 45 1

Yes! Private tours are perfect for birthdays, bachelorette/bachelor parties, family trips, team building, ice breakers, honeymooners, corporate adventures and more! Private tours are based on availability. Please see our Private Tour Page and send us a request.

Our Old San Juan Food Tour provides samples of food and drink, enough for most people to feel comfortably full afterward.

*Participants must be 18 years or older to drink alcohol in Puerto Rico.

The Old San Juan Food Tour does NOT end in the same location as the starting point, but it is around the corner and we can provide assistance if necessary after the tour to get you to wherever you need to go.

*NOTE* the end and beginning of the Old San Juan Food Tour is only a few blocks away from the cruise ship docks.

Please be sure to check the LOCAL TIME in Puerto Rico. Puerto Rico observes Atlantic Standard Time and does NOT use Daylight Savings Time.

Flavors of San Juan is NOT responsible if you are late to a tour because you are unaware of the local time zone.

Have more questions?

Tasting Locations

Group 45

Flavors of San Juan™

*Guests will visit 2 bars (2 cocktails total) and taste 1.5 oz of barrel-aged rum at 1 rum artisan location

At The Bar

Antiguo 26

Handcrafted & exclusive menu items that harken back to Old World classics

7 3

Muelle 13

Creative Puerto Rican cuisine highlighting seafood and enticing guests with fun, delicious twists on known favorites

7 9

Café El Punto

Local eatery highlighting fresh ingredients from San Juan’s most popular farmer’s market

7 12

Casa Cortés ChocoBar

Old San Juan’s only choco bar, you’ll savor hand crafted local chocolate in a beautiful, unique ambiance

A Bar

The Mezzanine

Old San Juan’s only choco bar, you’ll savor hand crafted local chocolate in a beautiful, unique ambiance

7 14

El Patio de Sam

Savory Caribbean dishes will tempt you to return to this local’s favorite hang out

Ourdoor Restaurant

Consular Restaurant & Bar

Set among the lively squares and landmarks you’ll find unique takes on local fare