Old San Juan’s Whispers of Time
A Historic, Comfortable, and Elegant Journey Through America's Oldest City

- 2-3-4 Hour Duration
- Great for Families, Couples, and Seniors
- Curated for American Citizens
- Adapted for Limited Mobility Customers or Travelers Seeking Comfort
- Visit El Yunque’s Angelito Trail
- See and Learn About 80 Landmarks and Monuments
- Enjoy Private Luxury Transportation
- Customizable Itinerary
What to Expect from Your Old San Juan’s Whispers of Time Tour
Old San Juan’s vibrant history and cultural heritage can fill an entire day with stories and sights. On this exclusive 2, 3, or 4-hour tour, your internationally and locally certified guide will bring to life the city’s 500+-year-old history, its colorful colonial architecture, and its transformation into a proud U.S. territory. Designed for families, couples, senior citizens, and small groups, this luxurious, curated experience offers comfort and personal service. Enjoy the convenience of a private air-conditioned vehicle, ensuring you avoid long walks, up and down, in the tropical heat while still fully immersing yourself in the magic of Old San Juan.
Each tour, regardless of duration, offers an in-depth journey to over 90 landmarks across Old San Juan, featuring a carefully crafted and frequently updated narrative that provides an unmatched understanding of Puerto Rico’s and Old San Juan’s rich history.
Review Tripadvisor
Daniel L2024-10-23Great way to see the city especially if you have a hard time getting around Carlos was such a wonderful and accommodating guide. He was very thorough and went through the area in it's entirety. I would highly recommend him, well worth the money. I have some foot issues, so being able to see encrypt from the car was wonderful and relaxing.
Kate L2024-08-06All in one day?! Carlos is the best!!! I can’t believe we fit all of this in one day. Rainforest tour, cliff jumping, river with native inscriptions, snorkeling, bio bay, and dinner!!! I learned a lot about Puerto Rico and feel like I saw nearly all of the island. You will not regret it! Worth every penny.
john l2024-08-06Bucket List private waterfalls, snorkeling, bioluminescent bay swim excursion This is our first visit to Puerto Rico. Our family took an all day private guided tour with Bucket List tours. It was fantastic. Carlos went out of his way to pick us up closer to where we were staying in Rincon. He shared the rich Puerto Rican history on our trip to the El Yunque rainforest. We were able to swim, cliff jump, and soak in the natural wonders of the most beautiful waterfalls on the island. We then shifted gears and went snorkeling at Caracoles.. After relaxing in the clear, shallow waters, swimming amongst the mangroves, and chasing tarpon, (Take extra food to feed the Tarpon) we watched the sun set and then took a short ten minute boat ride to La Parguera Bay. This is one of 5 bioluminescent bays in the entire world. It is the only one you can swim in. It is a must do once in your life experience. The evening ended with a fun dinner in Lajas where we recounted the activities of the day..Carlos went way above and beyond what is normally expected of a tour guide.He took lots of pictures and videos which he shared with us at the end of our tour.Carlos really personalized our excursion to fit our family. He also gave us tips for other must do's and see's as well as detailed maps on how to find these hidden gems.This was one of the best vacation excursions that we have taken.As a side note, our tour was not listed above. We went on a private guided waterfall, swimming, cliff jumping , snorkeling, bioluminescent bay , dinner in Lajas all day extravaganza.
Reagan L2024-08-06The Most Amazing Day! Wow did we have the most remarkable adventure! Carlos’s is a knowledgeable, informed, and thoughtful guide. He brought us to 3 waterfalls deep in the Puerto Rican rainforest, then to a lovely snorkeling experience, and finally to the biobay for the most remarkable experience. This outing was seamlessly planned and perfectly timed. The reason this trip was so fun and exciting for my family and I is all of the heart that Carlos puts into each trip he hosts. He takes care to ensure everyone is enjoying themselves and brings a positive and enthusiastic energy to the day. Highly recommend adventuring with Carlos to get to know Puerto Rico!
miriamivette2024-07-31Awesome adventure!!! Carlos and Marcos were awesome tour guides. Both were very informative and made the adventure great. We loved every minute of it. My daughter loved snorkeling. The Bioluminescent Bay was so cool. A must do when in Puerto Rico. I will definitely use Bucketlist Tours again when I return to PR. I totally recommend them.
Erica V2024-07-22Amazing I can't say enough about how amazing this experience was. I will forever remember this experience with my 3 girls. They are still talking about it. Everyone from bucketlist tours and the drivers on the boat were exceptional. If I go back to PR I will definitely use bucketlist tours and go on another excursion. High recommended I can't thank them enough.
Kelle W2024-06-10You NEED to swim in bioluminescence If you only have one day in Puerto Rico, make sure you spend it with Bucket List tours. The bioluminescence bay was a once in a lifetime experience and the bay in Paguera is the only one in the world you can swim in safely. We have what should be the eighth natural wonder of the world in the United States and no one even knows. As if that wasn’t enough, it wouldn’t have been the same without Carlos and Sebastian. Carlos was not only able to provide us with wonderful history about Puerto Rico and it’s path to US Territory but also valuable insight into the history as someone who served in the US military. Thank you so much… You really do provide bucket list tours! (This may sound hyperbolic but I promise it’s true!)
Terry2024-06-07Totally Amazing and Awesome!! Carlos was amazing!! The rainforest experience was one for the family memory books. Our teens loved it!! The tour of Old San Juan was both educational and fun! Loved the transport vehicle and the driver!! The side trip to Pinones made the day for us all!! Thank you for the adventures!!
Alicia J2024-05-23Perfect personal and private tour Carlos was amazing! We enjoyed learning about Puerto Rico. He even stopped in Ponce to show us a really neat museum. The vehicle was nice and comfortable. Since it as just my spouse and I, it was really personal. The boat excursion was fantastic! From providing snorkel gear to attracting large carp, it was everything we hoped for! The highlight of the trip was the bioluminescent cove. It was unlike anything I have ever seen before! We even went under the boat for more darkness to see better—that was so cool! Our captain even took some photos of us in the water! The restaurant for dinner was delicious. We even ordered our food ahead of time so we didn’t have to wait for food to be ready. It is obvious just how passionate Carlos is about giving these tours. Every detail was thought out and we could just enjoy ourselves. He was a fantastic guide and we genuinely enjoyed talking with him. If I ever need another tour in Puerto Rico, I will be a repeat customer!
Jeff C2024-05-16Great Experience Carlos was a great guide. I highly recommend Bucketlist Tours. They are very helpful with information and met any needs. Can't wait for my next visit.
What Our Guests Are Saying About the Old San Juan's Whispers of Time Tour
Here’s what guests are saying about their private journey through Old San Juan.

A Fantastic Private Tour for Families!
“We had young children and elderly family members with us, so walking around was not an option. This tour was perfect! Carlos took us to all the highlights, and we got to experience Old San Juan in comfort. Highly recommend!”

The Best Way to See Old San Juan!
“Carlos was an incredible guide! We learned so much about Puerto Rico’s history, and the private transportation made it so easy. A must-do for anyone visiting the island!”
2-Hour Old San Juan VIP Tour Now!
Perfect for those who prefer a sightseeing experience, this option covers all 90+ landmarks, providing a seamless journey through Old San Juan’s most significant sites.
3-Hour Old San Juan VIP Tour Now!
An upgrade from the 2-hour tour, this option includes 3 to 4 ten-minute stops to explore key locations up close, allowing for a deeper connection with Old San Juan’s history and charm.
4-Hour Old San Juan VIP Tour Now!
Building upon the 3-hour tour, the 4-hour option allows for more or longer stops at select landmarks, giving you ample time to fully appreciate Old San Juan’s history, architecture, and vibrant culture. For those seeking an elevated experience, this option can be made premium, unlocking an upgraded route that includes our exclusive tour of the historic Condado Vanderbilt—a beautifully preserved time capsule from the early 1900s that once served as the Vanderbilt family’s winter retreat.
A Unique and Luxurious Rainforest Experience for Couples, Families, and Small Groups
Step back into centuries of history with the Whispers of Times Old San Juan Tours, a fully private and immersive 2, 3 or 4 Hr experience designed for those who appreciate culture, architecture, and storytelling. Perfect for couples, families with kids, and seniors, this 2, 3, or 4-hour tour lets you explore the rich heritage and charm of Old San Juan at your own pace. Whether you’re strolling through the cobblestone streets or discovering hidden historic gems, this tour offers the perfect blend of education, relaxation, and exclusive discovery.
Why Choose the Old San Juan's Whispers of Time Tour
This exclusive tour offers the perfect blend of comfort, education, and personalized service, allowing you to experience the history and beauty of Old San Juan in a relaxed and immersive way.

History comes alive in Old San Juan! This mother-son duo explored Puerto Rico’s colonial gems and modern-day stories during their private tour. #WhispersOfTime #BucketlistTours

Discovering Puerto Rico’s rich history and contributions to America’s legacy! This family embraced the stories of Old San Juan with a perfect Capitol backdrop. #FamilyAdventures #OldSanJuan #BucketlistTours

Making memories in Puerto Rico! This family discovered the rich history and vibrant culture of Old San Juan, walking into stories as timeless as the city’s charm. #FamilyAdventures #OldSanJuan #BucketlistTours

Paying tribute to history and resilience! This couple explores the inspiring legacy of Felisa Rincón de Gautier, a pioneer in leadership and a symbol of Puerto Rican pride. #OldSanJuanHeritage #BucketlistAdventures

Unveiling history at the heart of Puerto Rico! This couple explores the State Capitol and learns about the island’s rich history and aspirations for equality. Experience comfort and culture with Bucketlist Tours. #DiscoverPuertoRico #BucketlistTours

Exploring history and beauty in every step! This family discovers the fascinating military heritage of Old San Juan while capturing unforgettable moments with Bucketlist Tours. #DiscoverPuertoRico #FamilyAdventures

Step into history! This couple immerses themselves in the vibrant charm and stories of Old San Juan’s cobblestone streets with Bucketlist Tours. #ExplorePuertoRico #BucketlistAdventures
What’s Included in Your Old San Juan's Whispers of Time Tour?
- Private Pickup & Dropoff
- Air-Conditioned Luxury Transportation
- Certified, Bilingual Tour Guide
- Visits to Waterfalls, Creeks, and Ponds
- Cold Bottled Water
- Panoramic Views and Scenic Drives
- Traditional Puerto Rican Lunch at a Local Eatery
