Powder-white sand, rum punch at sunset and water so clear you can count the fish from the dock — the Caribbean is the easiest bucket-list trip from Colorado. Twin Peaks Travel has been sending clients to the islands since 1987, and we know which beaches are calm, which resorts are worth the splurge and which islands fit a long weekend versus a full week.
Best for
- Couples & honeymooners — adults-only all-inclusives in Jamaica, St. Lucia and Antigua.
- Families — kids’ clubs, water parks and shallow beaches in Punta Cana, Turks & Caicos and the Bahamas.
- Divers & snorkelers — Bonaire, Grand Cayman and the British Virgin Islands.
- Sun seekers who hate rain — Aruba, Bonaire and Curaçao sit below the hurricane belt.
Islands we love
Jamaica pairs reggae culture with Negril’s Seven Mile Beach and Montego Bay’s easy airport. Punta Cana offers some of the best all-inclusive value in the region. Aruba is dry, breezy and safe year-round. St. Lucia delivers the Pitons, rainforest and some of the most romantic resorts anywhere. Turks & Caicos has Grace Bay, regularly ranked among the world’s best beaches.
When to go
December through April is peak season: dry, sunny and priced accordingly — book 6–9 months out for holidays and spring break. May, June and November are our favorite value windows. Hurricane season runs June–November; we steer clients to the ABC islands then and always recommend travel insurance.
Sample trip ideas
- 7 nights Negril, Jamaica — adults-only all-inclusive, catamaran cruise and Rick’s Café sunset.
- Family week in Punta Cana — family suite, kids’ club, Saona Island excursion.
- Aruba long weekend — nonstop-friendly flights, Eagle Beach hotel, Arikok National Park jeep tour.
- St. Lucia honeymoon — Piton-view suite with private plunge pool and couples’ spa day.
What we handle
- Flights from Denver (DEN) and connections that make sense
- Resort or hotel matched to your travel style and budget
- Private or shared transfers, excursions and dinner reservations
- Travel insurance options and entry-requirement reminders
- Support while you are away — after hours, call, text, or email for emergencies and we’ll get back as quickly as possible
Ready to plan?
Tell us your dates, who is traveling and what you love — we will send a custom proposal, usually within one business day. Start planning your Caribbean trip or call us at 303-678-7080. Prefer email? Write bookmytrip@twinpeakstravel.com.
Why book Caribbean with us
A real advisor in your corner
- First-hand resort knowledge
We match the property to your travel style — not to a commission table. - No booking fees on packages
You pay the same or less than booking online, with a person to call. - Help when plans change
Flight delays, weather or a lost bag — we fix it while you relax. - Worldwide since 1987
Decades of supplier relationships mean upgrades and perks.