Cayman Islands · GUIDED

Top 5 Guided Tours in the Cayman Islands

5 tours  ·  from $25

Every trip has one free day too few. These 5 guided tours justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Private, Guided Boat Charters in The Cayman Islands - Stingray City with more room to breathe
Cruises & Boat Tours, Grand Cayman Tours, Guided, Private, Tour Reviews

Private, Guided Boat Charters in The Cayman Islands

1.Private, Guided Boat Charters in The Cayman Islands

★★★★★★★★★★4.5 · 65 reviews Our pick

Book a private 23-foot StarCraft for up to eight people with local captains such as Liam, Mark, or Eduardo. Build your own four-hour route around Stingray City, Starfish Point, reef snorkeling, Rum Point, Kaibo, sunrise, or nighttime bioluminescence.

“It was just my husband and I and we had a great time. Liam was on time and so pleasant the entire time. I had asked to go to the stingrays, the starfish, turtles and coral gardens and indeed we did it all in a super chill Grand Cayman manor. We never felt rushed or crowded. Liam was knowledgeable and above all we felt very safe the entire time. We brought our own Snorkling masks but only because we chose to, otherwise Liam had all other gear ready for us.”

Check availability →Read our full review

Skip the Line: Pedro St. James Castle Guided Tour Ticket - The 25-minute film sets the scene
Grand Cayman Tours, Guided, Pedro St James Castle Tours, Skip the Line, Tickets, Tour Reviews, Tours

Skip the Line: Pedro St. James Castle Guided Tour Ticket

2.Skip the Line: Pedro St. James Castle Guided Tour Ticket

★★★★★★★★★★5.0 · 46 reviews · from $25Best value

Visit Pedro St. James in Grand Cayman for a 60 to 90 minute guided tour, a 3D history film, and a look inside the island’s oldest surviving stone building. Guides such as Patricia and Trish bring the site’s stories to life. Tours run hourly from 9am to 4pm.

“It was really beautiful and fun to hear about the history of the island. Our tour guide was very informative”

Check availability →Read our full review

Skip the Line: Guided Tour and Rum Tasting Experience - The 3D Film Puts the Past on a Bigger Stage
Food & Drink, Grand Cayman Tours, Guided, Skip the Line, Tour Reviews, Tours

Skip the Line: Guided Tour and Rum Tasting Experience

3.Skip the Line: Guided Tour and Rum Tasting Experience

★★★★★★★★★★4.5 · 24 reviews · from $35

At Pedro St. James, a guide such as Patricia leads you through an 18th-century Great House, gardens, and Cayman history. You will see where abolition was announced, watch a 3D film, enjoy a local rum tasting, and have time for ocean views and the gift shop.

“The tour of the castle was very informative and our guide was very thorough!!!! The film was fun and the view is spectacular!!!”

Check availability →Read our full review

Coastal E-Bike Adventure: Full-Day Self-Guided Tour Grand Cayman - Fort George and Heroes Square: A Short History Lesson
Cycling Tours, E-Bikes, Full-Day, Grand Cayman Tours, Guided, Self-Guided Tours, Tour Reviews, Tours

Coastal E-Bike Adventure: Full-Day Self-Guided Tour Grand Cayman

4.Coastal E-Bike Adventure: Full-Day Self-Guided Tour Grand Cayman

★★★★★★★★★★4.5 · 8 reviews · from $30

Julio and the CayScooter team set you up with a powerful moped-style e-bike for flexible island exploring. Ride from George Town to Seven Mile Beach, Hell, Camana Bay, Heritage Kitchen, and Tortuga Rum Cake Factory, with time for photos, food, and beach stops.

“It was so much fun. Only one thing and that was the meeting place was not very clear. We did a lot of walking and asking people before we found where to go. That’s something I’m sure will be fixed after this review. Bikes were in great shape and we had a lot of fun. Julio is great!”

Check availability →Read our full review

Self-Guided Waverunner Adventure for Single and Double riders - Pausing for snorkeling and marine life
Grand Cayman Tours, Guided, Self-Guided Tours, Tour Reviews

Self-Guided Waverunner Adventure for Single and Double riders

5.Self-Guided Waverunner Adventure for Single and Double riders

★★★★★★★★★★5.0 · 5 reviews

Meet at Lobster Pot Public Boat Ramp in George Town, learn the controls from a professional guide such as Lawrence or Junior, then ride a two-seat WaveRunner along Grand Cayman’s coast. You set the pace, choose your stops, and can pause at snorkeling spots for fish and reefs.

“LAWRENCE was amazing to go above and beyond to make a speed boat happen for my husband and I. Our booking was made on a Sunday, apparently, they aren't open on Sundays. He gave up his speed boat after calling his office and confirming our booking. He was personable, comical and understanding. The tip was more than deserved.”

Check availability →Read our full review

Keep browsing

Scroll to Top

Explore Grand Cayman

Pick a stretch of water, a cave, or a bar at the end of a dock.