Caribbean

No matter how or where you want to enjoy your stay, the Caribbean has a variety of options to meet your desires.

FEATURED PARTNERS

Dominican Republic
Hyatt Ziva Cap Cana

Up to 5% in Savings

  • A reduced room rate
  • Unlimited dining at resort restaurants, Chinola beachside restaurant is available to ALL guests; regardless of room type, for dinner only
  • Endless Drinks including Premium Top Shelf Wines and Liquors
  • 24-hour Room Service
  • Complimentary Wi-Fi
  • Junior Suite
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4 nights from $1,359 per person 

Booking and travel are now open

CAYMAN ISLANDS
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Westin Grand Cayman

Exclusive Offer – Up to $100 in Savings

  • $100 Food & Beverage credit for stays 4-nights or more
  • Daily $75 resort fee per room, per day to be paid directly to the hotel. The resort fee includes:
    • Use of Steam Room and Sauna at Hibiscus Spa
    • Daily Snorkeling Gear Rental (sign-up required)
    • Daily 1-hour Fitness Classes to Rejuvenate your Body & Mind (F45 Training, Aqua Fitness, and Mindfulness Meditation)
    • Daily Beach Yoga Classes
    • Daily Paddleboard Clinics (sign-up required)
    • Use of Aqua Loungers
    • Daily Games and Activities
    • Use of Underwater Cameras (sign-up required)
    • Children under four Eat Free from the Ferdinand’s Restaurant Children’s Menu
    • High-Speed Internet
  • Island View
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4 nights from $1,149 per person

Book now to 04/30/26 for travel from now to 12/20/26

TURKS & CAICOS
West Bay Club

Up to 20% in Savings

  • A reduced room rate
  • Daily full breakfast in restaurant
  • Complimentary wireless internet
  • Complimentary non-motorized water sports
  • Ocean Front One Bedroom Suite
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4 nights from $1,929 per person

Booking and travel are now open

JAMAICA
S Hotel Montego Bay
S Hotel Montego Bay

Up to $250 in Savings

  • Guests staying a minimum of 5 nights will receive:
    • Accommodations as noted on itinerary
    • 50-minute couples aromatherapy massage, once per stay
    • Bottle of wine and chocolate covered fruit in your room upon arrival
    • All meals and beverages at the Marketplace, Rocksteady, Roots Rock, Vibes Bar & Grill, S Cafe, and Lobby Bar
    • Room service (6am-11pm daily)
    • Use of public facilities including the fitness centre, main pool, and Sky Deck Pool
    • Access to Doctors Cave Beach including lounge chairs, umbrellas, and beverage services
    • Nightly entertainment
    • Wi-Fi
    • Daily housekeeping service
    • Welcome drink and cold towel on arrival
    • Welcome gift in room
    • No refund for any unused credits/ services
  • Junior Suite Ocean View
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5 nights from $1,539 per person

Book now to 12/10/26 for travel from now to 12/15/26

BARBADOS
Colony Club, a Luxury Collection Resort, Barbados
Colony Club

Up to 10% Discount

  • Accommodations as noted on itinerary
  • Welcome drink on arrival
  • Complimentary full breakfast
  • Pool-Garden View Room
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4 nights from $1,269 per person

Book now to 10/31/26 for travel now to 10/31/26

BOOK ONLINE NOW OR CALL +1 (800) 221-3949

Classic Vacations offers customers access to vacation packages, which are provided by separate and independent vendors of travel services. Classic Vacations does not operate, control, or otherwise provide the services of the independent travel vendors.  Offers are valid on new bookings only and cannot be applied to existing reservations.  Prices shown are per person, land-only, based on double occupancy, and do not include optional excursions or other optional items unless expressly stated otherwise.  Obvious errors and misprints are not binding.  Offers are subject to availability at the time of booking and may be modified, replaced, or discontinued without prior notice.  Prices are subject to change until full payment is received.  Blackout dates, minimum night stays, air booking requirements, seasonal surcharges, resort fees (if applicable), and other restrictions may apply.  Customers are responsible for purchasing travel insurance.  Some offers may require the purchase of Classic Vacations’ Travel Smart Plan or a travel waiver for eligibility.  Customers are responsible for paying any cancellation fees.  Offers are not valid for Group Travel unless explicitly stated.  Booking and travel dates may vary by offer.  Additional promotions and alternative departure dates may be available, potentially resulting in different pricing or hotel inclusions.  Customers are responsible for all applicable taxes and fees associated with a booking, including those associated with complimentary nights at hotels, where applicable.  For properties where Classic Vacations offers dynamic pricing rates, prices are subject to change based on market conditions and external factors beyond Classic Vacations’ control.  Additional terms and conditions may apply to specific offers. Please refer to the individual offer details for full terms. California Seller of Travel # 2079429.  Registration as a seller of travel does not constitute approval by the State of California.