Pink sand beaches, rum swizzles, a much-needed history lesson, and a Gombey sighting or two are just a handful of what awaits you when you touch down in beautiful Bermuda. Accessing the island is simple, board a direct flight from New York City to L.F. Wade International Airport and you’re on the island in two hours flat.

All major airlines offer the quick trip from JFK at least once a day, which means if you leave by 8 AM you’ll be on a beach by noon.

From the average tourists’ perspective, the best time to travel to Bermuda is between May and October, but as a native, trust me when I tell you, you really don’t want to miss Cupmatch weekend, held annually on the weekend nearest to August 1st. Cupmatch is the celebration of the 1834 emancipation of Black slaves in Bermuda and during this weekend, Bermuda is in full party mode. Bermudians come together for community events that mark and commemorate their pride and freedom, including a friendly cricket game between rival teams, Somerset and St. George’s (more on that later) and Non-Mariners boat day.

After dropping your bags off at The Loren, it’s off to St George’s Cricket Field to watch the game. Bermuda’s various transportation options offer easy and fun solutions for getting around the island. Hit up Current Vehicles for a two-seater electric rental car (aka a twizzy) or Rugged Rentals for an electric mini Hummer that is guaranteed to turn heads. A classic scooter is also an option to bop around with ease.

Once you hit the cricket field, get ready for a serious turn up. St. George’s fans are decked out in blue, while Somerset fans wear red and blue. Choose your allegiance wisely—the spirit and team-pride run deep. No matter who you pick, game-goers can at least agree on two things: you MUST have a Swizzle (or four), Bermuda’s national rum cocktail, and hit the Crown & Anchor tent to get in on the gambling action.