Five islands, means five different vibes. Sure, they’ve all got postcard-worthy views and white-sand beaches, but these Caribbean islands are actually pretty different! If you’re not sure which one fits the trip you actually want, this quiz will get you there. Answer the six questions below, keep track of which letter you pick most, then scroll down to find your match.
1. Pick your ideal vacation morning
A) Coffee, sunscreen, a beach chair, and a full day of doing whatever we feel like
B) Straight into the water, the ocean’s calling before breakfast!
C) Beachfront breakfast before poolside relaxation
D) A slow wake-up, then out to a big breakfast buffet
E) Up and moving — there’s a whole island’s worth of beaches and sights to see today!
2. Who’s coming with you?
A) The whole family, kids included
B) Your adventure buddy, complete with a snorkel mask
C) A big group — this trip doubles as a family reunion or a reunion with old friends
D) Just the two of you, or a group of grown-up friends only
E) Whoever’s up for a spontaneous, do-it-all kind of trip
3. Pick the activity that sounds most like you
A) A round of golf, then a poolside pizza, and whatever drinks I want from the all-inclusive bar
B) An unhurried shore dive, followed by dinner with a jaw-dropping view
C) Live music, fun energy, and incredible food at a street party
D) A few hands of blackjack after a long, easy buffet dinner
E) Bouncing between beaches, sightseeing, and shopping
4. Choose your vacation soundtrack
A) Steel drums and kids splashing in the pool
B) The quiet, peaceful sound of life underwater
C) Live calypso and a crowd that knows every word
D) A quiet lobby bar and the hum of a slot machine
E) Karaoke, poolside tunes, and fun all around
5. What do you want to say about this trip when you get home?
A) “We ate plenty and relaxed even more!”
B) “I’ve never seen so much natural beauty or once-in-a-lifetime sights.”
C) “The people were unforgettable, and the vibes were always so high.”
D) “It was so easy — we didn’t even need a passport.”
E) “We saw two countries in one afternoon.”
Now, Tally Up Your Letters
Whichever letter you picked most is your island match. If it’s close between two, read both descriptions below…that’s a sign you’ve got two trips to plan, not one!
Mostly A’s: Aruba
You want an easy, feel-good vacation with something for everyone. Wide beaches, warm water, all-inclusive ease and just enough activity to keep the day interesting without any real effort. Aruba’s reliably sunny climate and short flight times make it a favorite for families and first-time Caribbean visitors alike.
Your islands: Divi Aruba Phoenix Beach Resort (offers room-only or bed and breakfast), Divi Village Golf & Beach Resort (offers room-only or all-inclusive), and Divi Dutch Village Beach Resort (offers room-only or all-inclusive).
Mostly B’s: Bonaire
You’d rather spend a week underwater than by the pool. Bonaire is one of the world’s premier shore-diving destinations, with calm, clear water and coral reef you can reach without a boat.
Your island: Divi Flamingo Beach Resort, home to Divi Dive Bonaire and its on-site house reef (offers room-only or all-inclusive).
Mostly C’s: Barbados
You want culture, music, and a real sense of place, not just a beach backdrop. Barbados brings warm British-Caribbean charm, a lively food and rum scene, and (if your timing lines up) Crop Over, the island’s biggest festival.
Your island: Divi Southwinds Beach Resort, on Barbados’ lively South Coast (offers room-only or bed and breakfast).
Mostly D’s: St. Croix
You’re after an easy, grown-up escape — good food, good drinks, a few hands of cards, and absolutely no itinerary. St. Croix is part of the U.S. Virgin Islands, so U.S. citizens don’t need a passport to get there.
Your island: Carina Bay All-Inclusive Resort & Casino, the only adults-only (18+), all-inclusive resort with a casino in the U.S. Virgin Islands.
Mostly E’s: St. Maarten
You want variety with a touch of luxury. Beach-hopping, shopping, and the novelty of crossing between the island’s Dutch and French sides in the same afternoon. St. Maarten packs a lot into one small island.
Your island: Divi Little Bay Beach Resort and the upper-tier Oceans at Divi Little Bay. Both offer room-only or all-inclusive.