SAN JUAN

PUERTO RICO

April 24 - 29, 2027

TRIP CLOSES 7/1/26

Dates:

April 24 - 29, 2027
Arrive on: Apr. 24th
Depart on: Apr. 29th

Trip Type:

Traditional: Sisters Traveling Solo traditional trips are designed to visit major tourist destinations and sites. 

Airport Code:

Suggested:
Arrival Airport: SJU

Departure Airport: SJU

Group Size

Min: 8 Travelers

Max: 18 Travelers

Travelers must be 21 years are older at the time of travel. 

Tour Highlights:

Old San Juan Tour
Explore the historic district of Old San Juan on a guided half-day experience through one of the oldest cities in the Americas. Walk along colorful cobblestone streets lined with Spanish colonial architecture while visiting key landmarks, plazas, and viewpoints overlooking the Atlantic Ocean. This tour provides an understanding of Puerto Rico’s history.
Walking Food Tour
Experience Puerto Rico through its flavors on a guided walking food tour through Old San Juan. Visit multiple local eateries and sample traditional dishes while learning about the island’s culinary influences, from Spanish and African roots to modern Puerto Rican cuisine. This experience blends culture and cuisine in an interactive and immersive way.
El Yunque National Forest
Travel to El Yunque National Forest, the only tropical rainforest in the U.S. National Forest system. This guided experience takes you through lush trails, scenic viewpoints, and natural waterfalls while learning about the island’s unique ecosystem, plant life, and wildlife. The experience offers a mix of light adventure and nature exploration in one of Puerto Rico’s most iconic landscapes.
Ponce + Coffee Tour

Journey to the southern coast of Puerto Rico with a stop at a local coffee hacienda to learn about the island’s coffee production and enjoy a tasting experience. Continue to the historic city of Ponce, known for its Spanish colonial architecture, cultural landmarks, and vibrant plazas. This full-day experience offers a blend of history, culture, and local tradition beyond San Juan.

Destination Overview

Puerto Rico is where Caribbean beauty meets rich history, vibrant culture, and deep Afro-Caribbean roots. From the colorful streets of Old San Juan to the lush landscapes of El Yunque Rainforest, the island offers a dynamic blend of experiences in a compact, easy-to-explore destination.

With Spanish colonial architecture, local cuisine, coffee traditions, and coastal cities like Ponce, this journey introduces you to the culture, flavors, and natural beauty that make Puerto Rico one of the most captivating destinations in the Caribbean.

DAY ONE
ARRIVAL INTO SAN JUAN, PUERTO RICO

Arrive into Luis Muñoz Marín International Airport (SJU) and transfer to our host hotel for check-in.

After settling in, the remainder of the day is at leisure—perfect for exploring nearby beaches, local restaurants, or getting a feel for San Juan at your own pace. In the evening, we gather for a Welcome Dinner to officially begin the experience and connect as a group.

DAY TWO

OLD SAN JUAN + WALKING FOOD TOUR


Explore the historic streets of Old San Juan on a guided half-day city tour. Walk through colorful colonial streets while learning about the history, architecture, and culture that define Puerto Rico’s capital.

Later in the day, continue your experience with a guided walking food tour, sampling local dishes and flavors while learning about Puerto Rican cuisine and its cultural influences.

ITINERARY PROVIDED AFTER BOOKING
photo of colombian women with fruit standing in front of buildiing
photo of colombian women with fruit on their head walking down the street with stools in their left hand
photo of colombian women with fruit on their head walking down the street with stools in their left hand
photo of colorful colombian houses with a colombia flag handing over

Secure Your Spot!

TRIP CLOSES 7/1/26

SINGLE OCCUPANCY

(my own room = 1 person in a room)

TOTAL TRIP COST:  $3,195/pp
NON-REFUNDABLE DEPOSIT: $495/pp
(8) MONTHLY PAYMENTS: $337.50/pm*
*3% credit card transaction fee. Waived if paid via bank ach.

DOUBLE OCCUPANCY

(shared room =2 people in a room)

TOTAL TRIP COST: $2,295/pp
NON-REFUNDABLE DEPOSIT: $395/pp
(8) MONTHLY PAYMENT:  $237.50/pm*
*3% credit card transaction fee. Waived if paid via bank ach.

We meet as strangers, leave as sisters!

You show up solo — we handle everything else. 


Every destination, every itinerary, every detail is curated so all you have to do is pack your bag and go. No waiting on friends to commit. No planning stress. Just you, a group of like-minded women, and a trip you'll never forget.

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Awards & Recognitions: 

Our company has been featured in renowned publications such as Travel & Leisure, Essence, Black Enterprise, Money Magazine, and Sweet July (hard copy).


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2022 FedEx Global Entrepreneur of the Year
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2021 Forbes Next 1,000
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2022 Queen of Culture Honoree by Forbes
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2020 Goldman Sachs 10KSB Alumni

Frequently Asked Questions

Age Requirement?

Any woman age 21+ can join our trips, regardless of whether she is traveling solo or with a friend. Most travelers come solo and meet their group on day one.

Roommate Matching?

Yes, we offer roommate matching for anyone who does not have a roommate. If you need a roommate, please choose Double Occupancy at booking. at booking.

Are Flights Included?

International flight costs are not included in our trip prices.
Travelers are responsible for booking their own flights to and from the destination.

Pre-trip Meetups?

No, we do not host pre-trip meetups or trip-specific Facebook groups.
We do offer one Zoom meetings for upcoming trip participants to ask questions and prepare for their experience. 

How To Reach Us?

Inquiries are handled through email  at customersupport@sisterstravelingsolo.com. All 
During your trip, you will communicate with our team through WhatsApp for real-time support. for real-time support.

Hotel Details?

For safety reasons, we do not share hotel details with non–trip participants. Trip participants receive hotel information 4-weeks before the trip. We use 4-star hotels, and 4.5/5-star hotels for wellness trips. for wellness trips.

Life is a Journey!

Never get so busy making a living that you forget to make a life. 

COPYRIGHT 2018-2024 SISTERS TRAVELING SOLO. ALL RIGHTS RESERVED.

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