Rolly's Transportation Services

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Discover Beautiful,

ST. CROIX

Captivation, charm & culture

Unlock the Wonders of St. Croix with Rolly’s Transportation Services!

Whether you're rediscovering your favorite spots or exploring the island for the first time, Rolly’s makes every journey memorable. Trusted by locals and visitors alike for over a decade, we offer personalized, reliable, and luxurious transportation solutions tailored just for you.

Explore with ease:

Effortless Airport Pick-Up & Drop-Off
Seamless Point-to-Point Travel
Flexible Hourly Charters for Customized Adventures

Discover why so many travelers choose Rolly’s for comfort, affordability, and exceptional service.

Profile

Favorites

Reservations

Profile

Favorites

Reservations

Airport Pick-Up

Simply book and provide your arrival details; we'll be waiting at the airport to comfortably transport you to your destination. Emergency airport pickup, give us a call

Cruise Ship Transfers

Convenient and reliable transfers to and from your cruise ship. Book online to schedule your pick-up or drop-off.

Point-to-Point Travel & Hourly Charters

Customized travel options tailored to your schedule. Whether it's point-to-point travel or hourly charters, we have you covered.

Island Tours & Sightseeing Adventures

Customized tours designed around your interests. Whether you're exploring historic sites, scenic beaches, or hidden island gems, Rolly’s is the people's choice.

Nightlife Excursions

Read genuine customer reviews and ratings to gain insights from fellow travelers. Our dedicated customer support team is available 24/7 to assist you.

Weddings & Special Events

Seamless transportation for your big day. Whether it’s a wedding, celebration, or special occasion, Rolly’s ensures you and your guests arrive in comfort and style, On Time!

Why They Roll with Rolly’s

Christine M.
"Rolly is a rockstar. He provided historical information and told us about Points of interest along our drive. He’s an excellent conversationalist, friendly and a pleasure to be in a car with. We’ll miss him as he literally saved our trip several times. We didn’t use anyone else."
Susie K.

"Wonderful service! easy to work with, rolly was friendly and we enjoyed riding with him and the other drivers."
Sophia J.

"We had such an amazing experience with Rolly’s! We were looking for an affordable ride from the East end of the island back to the airport on our last day. I highly recommend Rolly’s and will be using them on our next visit to St. Croix!"
Chris B.

"This service is astounding! He answered when I called. It was last minute bc I was stuck at the airport. He picked me up with 15 minutes and then drove us to two different places without complaint. He was even happy to do it. Along the way he gave us wonderful thoughts and ideas for our trip."
Phyllis F.

"Rolly’s Transportation Service was not just safe and always on time. We personally got to experience St Croix on a deeper personal level! Rolly took great care of us, always showed up on time, recommended some really great places to dance, eat, chill by the beach! Could not have asked for a better service to have gone with. (Our only regret was not getting some fresh Tamarind Juice."
Christine M.
"Rolly is a rockstar. He provided historical information and told us about Points of interest along our drive. He’s an excellent conversationalist, friendly and a pleasure to be in a car with. We’ll miss him as he literally saved our trip several times. We didn’t use anyone else."
Susie K.

"Wonderful service! easy to work with, rolly was friendly and we enjoyed riding with him and the other drivers."
Sophia J.

"We had such an amazing experience with Rolly’s! We were looking for an affordable ride from the East end of the island back to the airport on our last day. I highly recommend Rolly’s and will be using them on our next visit to St. Croix!"
Chris B.

"This service is astounding! He answered when I called. It was last minute bc I was stuck at the airport. He picked me up with 15 minutes and then drove us to two different places without complaint. He was even happy to do it. Along the way he gave us wonderful thoughts and ideas for our trip."
Phyllis F.

"Rolly’s Transportation Service was not just safe and always on time. We personally got to experience St Croix on a deeper personal level! Rolly took great care of us, always showed up on time, recommended some really great places to dance, eat, chill by the beach! Could not have asked for a better service to have gone with. (Our only regret was not getting some fresh Tamarind Juice."
Christine M.
"Rolly is a rockstar. He provided historical information and told us about Points of interest along our drive. He’s an excellent conversationalist, friendly and a pleasure to be in a car with. We’ll miss him as he literally saved our trip several times. We didn’t use anyone else."
Susie K.

"Wonderful service! easy to work with, rolly was friendly and we enjoyed riding with him and the other drivers."
Sophia J.

"We had such an amazing experience with Rolly’s! We were looking for an affordable ride from the East end of the island back to the airport on our last day. I highly recommend Rolly’s and will be using them on our next visit to St. Croix!"
Chris B.

"This service is astounding! He answered when I called. It was last minute bc I was stuck at the airport. He picked me up with 15 minutes and then drove us to two different places without complaint. He was even happy to do it. Along the way he gave us wonderful thoughts and ideas for our trip."
Phyllis F.

"Rolly’s Transportation Service was not just safe and always on time. We personally got to experience St Croix on a deeper personal level! Rolly took great care of us, always showed up on time, recommended some really great places to dance, eat, chill by the beach! Could not have asked for a better service to have gone with. (Our only regret was not getting some fresh Tamarind Juice."
Christine M.
"Rolly is a rockstar. He provided historical information and told us about Points of interest along our drive. He’s an excellent conversationalist, friendly and a pleasure to be in a car with. We’ll miss him as he literally saved our trip several times. We didn’t use anyone else."
Susie K.

"Wonderful service! easy to work with, rolly was friendly and we enjoyed riding with him and the other drivers."
Sophia J.

"We had such an amazing experience with Rolly’s! We were looking for an affordable ride from the East end of the island back to the airport on our last day. I highly recommend Rolly’s and will be using them on our next visit to St. Croix!"
Chris B.

"This service is astounding! He answered when I called. It was last minute bc I was stuck at the airport. He picked me up with 15 minutes and then drove us to two different places without complaint. He was even happy to do it. Along the way he gave us wonderful thoughts and ideas for our trip."
Phyllis F.

"Rolly’s Transportation Service was not just safe and always on time. We personally got to experience St Croix on a deeper personal level! Rolly took great care of us, always showed up on time, recommended some really great places to dance, eat, chill by the beach! Could not have asked for a better service to have gone with. (Our only regret was not getting some fresh Tamarind Juice."

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Frequently Asked questions

Find answers to common inquiries about using BookEase. We're here to make your experience as smooth as possible, and these answers aim to provide you with the information you need. If you can't find what you're looking for, our dedicated customer support team is just a message away.

How do I book a ride with Rolly’s?

What are your hours of operation?

What areas do you service?

Can I schedule a customized hourly charter?

What type of vehicles does Rolly’s offer?

Are your drivers professionally trained?

What Are Your Baggage Fees?