Marcus Cumber, Owner of Island Air,Island must-do:
Grand Cayman, Cayman Islands. www.islandair.ky
Swim with the stingrays at the sandbar.Coffee shop:
Find the best java at Paperman’s, The Strand.Drink spot: The Wharf
at ‘happy hour’ is spectacular. Ask for a piña colada or a smooth Manhattan.Meal must-eats:
The deck at the Lobster Pot
is perfect for lunch or dinnerBest beach:
Little Sandbar next to Rum Point.Island insider tip:
Don’t forget your anti-humidity hairspray – sometimes bigger isn’t better!
Karin Goodfellow, Owner of Goodfellow Farms,Island must-do:
New Providence, The Bahamas. www.goodfellowfarms.com
Stuart Cove for a dive, snorkel or guided encounter with sharks.Coffee shop:
The Farm serves great croissant and coffee on weekends.Drink spot:
Compass Point – amazing view, superlative drinks.Meal must-eats:
Goodfellows is great for lunch and Cafe Matisse is ideal for dinner.Best beach:
Old Fort Bay and Rose Island.Island insider tip:
Stop at the roadside Daq Shack for fresh daiquiris or Conchy Joe food truck off Fort Montegue.
Chrissann Nickel, writer, yoga teacher and toucan lady onIsland must-do:
Virgin Gorda in the BVI. www.chrissannnickel.com
Go boating!Coffee stop:
Coffee shops are few and far between, but the peace of the early island morning is reason enough to wake up with the roosters.Spot for a drink:
Hog Heaven on Virgin Gorda.Don't miss meal:
Saba Rock Resort’s vegetarian tacos rock!Best beach:
Devil’s Bay, attached to The Baths on Virgin Gorda.Island insider tip:
Get on the water in any way possible.
Jon Baker, Founder & Co-owner, Geejam CollectionIsland must-do:
Port Antonio & New York. www.geejamcollection.com
Rafting on the Rio Grande, hiking in the Blue Mountains and visiting Reach Falls.Coffee stop:
Wallenford Blue Mountain coffee on the Trident hotel veranda.Spot for a drink:
Time Bar at Trident.Don’t miss meal:
Jamaican-Japanese fusion at Mike’s Supper Club.Best beach:
Winnifred beach. It’s a beautiful, laid-back local beach.Island insider tip:
Jamaica is particularly beautiful in the spring and summer.