Caribbean

Where Every Wave Beckons Adventure

Escape the ordinary, escape to the Caribbean. Discover our hand-selected collection of top-tier properties that offer excellent accommodations in the most desirable Caribbean islands. From secluded luxury resorts to the most scenic oasis, we have the perfect option for your clients!

FEATURED PARTNERS

BARBADOS
Apes Hill Barbados Golf Resort
  • Accommodations as noted on itinerary
  • In-villa welcome amenity
  • Private golf cart for on resort use with each villa
  • Essential pre-stocked villa arrival pack
  • Complimentary Wi-Fi in villas and public areas throughout the resort
  • Daily housekeeping service
  • Complimentary beach access (loungers, umbrella) at nearby beach resort – subject to availability
  • Complimentary use of on-resort fitness centre and activities (tennis courts, padel courts, guided hiking trails and other outdoor activities)
  • Access to all dining outlets including “Club House Restaurant” and “20th Hole”
  • Kids Activities
  • Complimentary 3 rounds of golf (4-Bedroom Golf and Sea View rooms include 4 rounds of golf)
  • 3-Bedroom Golf and Sea View

5 nights from $1,789 per person

Booking and travel are now open

BERMUDA
St. Regis Bermuda
The St. Regis Bermuda Resort
  • Overnight accommodations
  • Unlimited rounds of golf at Five Forts Golf Club, including golf cart and club storage for two
  • Daily $50 USD resort credit
  • A daily $45 USD plus tax per room, per night resort fee will be collected directly at check-out
  • Resort fee includes:
    • Welcome drink during check-in
    • One 1 complimentary activity at The Children’s Club, access to pool floaties and water toys at the Recreation Pool
    • Complimentary tour to Fort. St. Catherine
    • Daily access to one 1 resort activity including: Rum Tasting, Bloody Mary Masterclass, Sushi Masterclass, Smore’s & Sparks. Activities may vary and are based upon availability
    • Complimentary golf clubs and golf balls, for practice rounds at Five Forts Golf Club
    • Resort Fee inclusions are subject to change without prior notice
  • Partial Ocean View Guest Room with Balcony

4 nights from $2,069 per person

Book now to 12/15/25, for travel from 09/02/25 to 12/31/25

DOMINICAN REPUBLIC
w punta cana
W Punta Cana, Adult All-Inclusive
  • Accommodations as noted on itinerary
  • A reduced room rate
  • Adults only all inclusive
  • Discover an unscripted resort where you can freely access to curated beverage and food experiences, enjoy our authentic whatever or whenever service throughout the hotel, 24/7 in-room dining, in-room minibar with alcoholic and non-alcoholic beverages refreshed daily, Wi-Fi on the property, memorable vibrant programming with live entertainment included in your room rate
  • 13 culinary and mixology delight restaurants and bars included
  • Selected range of alcoholic beverages such as wines, champagne, beers, and cocktails included
  • Non-motorized water sports included
  • Access to our stunning ocean view infinity pool, a beach club included
  • Access to a fully equipped fitness center, along with sunrise yoga, sunset relaxation programs, lively entertainment programming, and on site activities throughout your stay
  • In Room Dining: Available 24/7 for your convenience, allowing you to enjoy meals in the comfort of your room
  • Whatever or Whenever personalized concierge included for suites and Larimar Penthouse
  • Ambassador service included for Oasis Suites and Larimar Penthouse
  • Speakeasy 33 1/3 open after hours for bites and drinks included
  • Premier Tropical View Guest room

4 nights from $1,789 per person

Booking and travel are now open

TURKS & CAICOS
sailrock south caicos
Sailrock South Caicos
  • Accommodations as noted on itinerary
  • Breakfast is included in the Great House between 6:30 – 9:30 AM Daily
  • Island Hop flights between Providenciales International Airport (PLS) and South Caicos Airport (XSC)
  • Flight details into Providenciales International Airport (PLS), including full name as written on passport, prefix, date of birth, and mobile number for emergency contact must be advised to reservations@sailrockresort.com for confirmation of inter-island flights. Inter-island flight will be booked through InterCaribbean Airways. Flights included in rates are subject to availability, and will be confirmed, if available upon properties receipt of flight details in to Providenciales Airport
  • Ground transfers between South Caicos Airport and the resort on arrival and departure
  • Signature welcome cocktail.
  • Housekeeping service available on request
  • Wireless Internet Connection in Suites/ Villas and dedicated areas
  • Access to the fitness center
  • Books/DVD Library
  • Ridgetop Ocean view Suite

5 nights from $2,079 per person

Booking and travel are now open

CALL US TO BOOK 1.800.221.3949 or CLICK THE BUTTONS

Offers valid on new bookings only. Prices shown are per-person, land only based upon double occupancy, except if expressly noted otherwise. Offers are subject to availability at time of booking and may be changed or discontinued at any time without notice. Blackout dates, minimum night stays, minimum stay requirements on air, seasonal surcharges, resort fees (if any), and other restrictions may also apply. Individual offers may require purchase of Travel Smart Plan or travel waiver. Offers are not valid for Group Travel. Some booking and travel dates may vary. Other promotions and departure dates available which may result in a different rate and/or hotel inclusion. Customer is responsible for hotel taxes and fees on the free night offers, where applicable. For those properties where Classic Vacations has access to dynamic pricing rates, those rates will likely fluctuate from time to time based on market conditions and other factors beyond Classic Vacations control.

Classic Vacations CST# 2079429-20. 267-0618.