The most-booked Cayman Islands experiences cluster in Grand Cayman, Seven Mile Beach, and George Town. They cover attractions, skip-the-line tickets, day trips, food tours, and guided visits. Browse every Cayman Islands city covered on this page, sorted by selection size, with price and rating side-by-side from top booking sites.

Cayman Islands pages on SimilarTours cover 3 cities. The biggest selections are in Grand Cayman, Seven Mile Beach, and George Town. Tap any city below to see its full lineup of attractions, walking tours, day trips, and skip-the-line tickets.

Most Cayman Islands tours run year-round, though prices and availability swing with the season. Shoulder months (April through June, September, October) usually have the right mix of weather and smaller crowds. Summer drives the highest prices and tightest slots on coastal areas and headline attractions, so book two to four weeks ahead minimum. Winter is quieter and often cheaper outside the major holiday weeks.

Yes for headline attractions and skip-the-line tickets, especially in Grand Cayman and Seven Mile Beach. Slots sell out days to weeks ahead in peak season. Walking tours, food experiences, and day trips often have day-of availability but at higher prices. Comparing the same tour across booking sites before booking is the easiest way to lock in a slot at the best price.

Open any tour on this page. SimilarTours shows the price from top booking sites side-by-side, so you can pick the cheapest option for the same experience. Filter by category, duration, rating, and price band to narrow Cayman Islands options. Click through to your preferred partner to complete the booking.

It depends on what you're after. Private and small-group Cayman Islands tours cost more per person but give you a personal guide, flexible pacing, and often early or after-hours access at major attractions. Large-group tours and coach day trips are cheaper and work well for outdoor sightseeing. Use the category filters on this page to compare private and small-group options against standard tours.