Cycling Tours in the Caribbean: 13 Picks, Priced

1.Electric Bike Bajan Sightseeing Experience (Transport Included)

★★★★★★★★★★5.0 · 1,081 reviews · from $125Our pick

Ride Barbados with guides Gregory, Adam, Roger, Tommy, Sam, or Will on a small-group e-bike tour. Expect country roads, rugged hills, Hackleton’s Cliff, St. John’s Parish Church, local stories, fruit samples, and a rum punch finish. Pickup is offered, and groups are limited to eight.

“The e bikes were very well kept. Gregory, Adam, and Roger were great guides! They made the tour relaxed and interesting at the same time. We rode our bikes both on road and even a little off road, providing spectacular views. Safety was first and foremost! At the conclusion of the tour, the best rum punch you will ever have!!! They will even give up their secret recipe if you ask!!”

Check availability →Read our full review

2.Old San Juan: Segway PT and Segway Xafari Ebike Tours

★★★★★★★★★★4.5 · 634 reviews · from $108

Ride a Segway PT, e-bike, or 4pm kickscooter through Old San Juan with a guide such as Jose or Juan. In two hours, you’ll cover more than 25 sights, including Darsenas Square, the city wall, San Juan Cathedral, and views of El Morro. Helmets, storage, water, sunscreen, and entrance fees are included.

“Great tour of Old San Juan with a very knowledgeable and accommodating guide. Super fun way to see everything!”

Check availability →Read our full review

3.Small Group E-Bike Grand Cayman Ecological Half-Day Tour

★★★★★★★★★★5.0 · 416 reviews · from $129

Ride about 14 miles through Seven Mile Beach, West Bay, Hell, Conch Point, and Barker’s National Park on an electric bike. Guides such as Ryan, John, Paul, and Brian mix island history, ecology, local food tips, and safety advice. Bikes, helmets, photo stops, and a capped group of 12 are included.

“we had a great time Ryan was our guide He was very informative about the island and pointed out fun facts and history as well would definitely recommend this tour great team of guys”

Check availability →Read our full review

4.Triple Activity Tour, Bike Kayak Hike, Antigua

★★★★★★★★★★5.0 · 211 reviews · from $130

Ride through St. John’s back streets with Giles or Mark, paddle into a mangrove lagoon, stop for a beach swim, and walk to Fort James. This relaxed three-part outing covers about eight miles on mostly flat roads, with bikes, kayaks, helmets, and water supplied. Expect local history, sea life, and a small group of no more than 11 people.

“Great experience. Lovely to be active on the bike, kayaking and hiking. Nothing too strenuous, so good for all. Wonderful local knowledge for our guide Mark. Weather wasn’t on our side but it didn’t affect our trip.”

Check availability →Read our full review

5.Colonial Zone Bike Tour

★★★★★★★★★★5.0 · 127 reviews · from $45Best value

Set out from Zona Bici at 10:00 am for a guided bicycle tour through Santo Domingo’s Colonial Zone. José is praised for clear English, humor, and honest context about Dominican history and culture. You’ll see the Cathedral area, Duarte Park, convent ruins, the South Wall, Calle Las Damas, and more. Bikes and water are included.

“Nos gustó mucho. Disfrutamos mucho conocer la historia y datos curiosos de la zona. El personal fue muy amable y amigable. Lo recomiendo como algo imperdible”

Check availability →Read our full review

6.City Highlights Guided Bike Tour

★★★★★★★★★★4.9 · 72 reviews · 2 hours · from $45

Ride 7 kilometers through Santo Domingo’s Ciudad Colonial with guides such as José, Jordano, and Mairim. In two hours, you’ll see plazas, ruins, Caribbean views, and local businesses, while getting practical tips for food, drinks, dancing, and later sightseeing. Bikes, helmets, water, and a live guide are included.

“its just a great way to start the day in Santo Domingo. The guide was nice, energetic and quite funny. He knew his history, and have some good recommentations for what ever you want to see and do in the city. Top notch!”

Check availability →Read our full review

7.Historic City, Fort and Beach E-Bike Tour

★★★★★★★★★★4.5 · 58 reviews · from $130

Set out from Five Islands with a guide such as Delroy or Raphael on a comfortable fat-tire e-bike. You’ll ride along Antigua’s northern coast, pass through St. John’s, stop at the V.C. Bird Monument, Fort James, and St. John’s Cathedral, then return to the starting point. Expect snacks, bottled water, safety guidance, and a private route that can suit your group.

“Fantastic cycle up to Shirley Heights! Amazing views!! Well supported. Seeing the Rastafarian plantation/commune was so informative”

Check availability →Read our full review

8.E-Bike Tour of Antigua Forts and Beaches

★★★★★★★★★★5.0 · 50 reviews · from $130

Explore Antigua’s military and naval past on a private 2 to 3-hour e-bike tour with guides such as Dorian and Delroy. Ride comfortable beach cruisers from Liberta to Shirley Heights, Dow’s Hill, and Nelson’s Dockyard, then finish at Pigeon Point Beach. Bottled water, snacks, and pickup are offered.

“Tour guides, Dorian and Delroy's humor and extensive knowledge about Antiguan's current and past history. It was a joy to experience.”

Check availability →Read our full review

9.Rural Tracks and Trails Guided E-Bike Tour

★★★★★★★★★★5.0 · 49 reviews · 2h 30m · from $125

Ride with guides including Adam, Gregory, Tommy, Roger, and River through rural Saint Philip. You’ll visit St. John’s Church, PEG Farm, Cotton Tower, and country lanes, with an e-bike helping on the hills. Expect Atlantic views, island history, a small group of up to eight, and rum punch or beer after the ride.

“Perfect trip from pick up to drop off, Adam and Tommy were fantastic, with all the local knowledge and history of the island and the rum punch at the end of the trip was the best we’ve had on the island. Would highly recommend.”

Check availability →Read our full review

10.Railway Trail Bike and Beach Tour in Bermuda

★★★★★★★★★★4.5 · 42 reviews · from $116

Ride about 6 miles along Bermuda’s old Railway Trail with a local guide, stopping at Heydon Trust Chapel, tiny Somerset Bridge, and Fort Scaur. Expect some dirt, rocks, roots, and uphill walking, plus boat transport on some departures. Finish with a beach swim and complimentary soft drink. Guides may include Jamie, Lisa, Liz, or Cameron.

“I was a little disappointed in this tour. we spent over an hour on a boat trip to get where the tour began. they combined us with a kayak tour ran off of norwiegan cruise line.we were on celebrity summit. I would say we spent a total of 20 minutes biking on the trail.we just got started and the leader stopped and told about the island and surrondings for about 15 mins.we spent about 15 to 20 mins at a fort which you have to walk uphill thru the woods to get to. there is a road leading up to it which I cant understand why we didn't ride our…”

Check availability →Read our full review

11.Epic Off-Road Surron Electric Bike Tour in Aruba

★★★★★★★★★★5.0 · 35 reviews · from $160

Ride a Surron electric bike with Jonathan and Sandra from Santa Cruz across Aruba’s rough north coast. Expect a safety briefing, practice time, secluded beaches, rock formations, gold-mill ruins, Alto Vista Chapel, and the California Lighthouse. Pickup, gear, water, and return transport are included.

“Awesome! First time doing anything like this and I was honestly terrified but i had a lot of fun! Jonathan gave me a lot of helpful tips when I was struggling to get over some of the rougher terrain too which was much appreciated! Will definitely be rebooking the next time I’m back in Aruba :)”

Check availability →Read our full review

12.Private E-bike Adventure Tours of Barbados

★★★★★★★★★★4.0 · 33 reviews · from $99

Ride a premium e-bike through Bridgetown with a private guide, following a route that includes Blackwoods Screwdocks, National Heroes Square, Parliament, Independence Arch, churches, Queen’s Park House, and Cheapside. Guide Amil is named in the tour details. You may also choose museums, but admission, food, transport, taxes, and drinks cost extra.

“Two bikes broke down and our guide had no plan or idea on how to rectify it. We also had a flat tire and he forgot his pump. We had to buy a pump from a hardware store because he forget cash. We were suppose to do the north end tour bur we were told that they cancelled that and combined us with another for the south end.”

Check availability →Read our full review

13.Private Mountain Bike Tour in Aruba

★★★★★★★★★★4.5 · 29 reviews · from $90

Start at Aruba Active Vacations near Fisherman’s Huts Beach at 8:30 a.m., or arrange pickup, then ride cactus country and rough coastal trails toward the California Lighthouse and Alto Vista Chapel. Guides such as Rudolph, Francisco, Gocchi, and Maarten adjust the route to your ability. Bikes and helmets are included, but expect heat, rocks, and a real workout.

“We would have never seen the wild part of aruba if we hadn't taken this bike tour. As a private tour we had alot of personal attention from our guide, Gocchi. This tour was pushing the limits of our endurance and I'm glad we did it!”

Check availability →Read our full review