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

ARUBA
The Westerly At Hilton Aruba Caribbean Resort

Collection Debut

  • Reduced room rate
  • Limited View Room

4 nights from $1,389 per person 

Book now to 06/30/26 for travel from now to 09/01/26

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

Exclusive Offer – $100 Value

  • Reduced room rate
  • $100 food and beverage credit
  • Island View Room

4 nights from $1,109 per person

Booking and travel are now open

ANTIGUA
St. James's Club Antigua

Up to 8% Off

  • Note: All Inclusive guests (adults and children) dining at Piccolo Mondo Restaurant will pay a $40.00 supplement per person
  • All beverages (name brand liquors, house wine by the glass, Caribbean beers, tropical coolers and soft drinks by the glass)
  • Welcome cocktail upon arrival
  • Daily activities program and entertainment
  • Daily afternoon tea
  • Choice of six (two of which is adults only) swimming pools, sailing, non motorized water sports (windsurfing, snorkeling, kayaking)
  • 4 championship tennis courts
  • Use of club’s fitness center
  • All tips, taxes, and service charges
  • NOTE: Resort restaurants are not able to guarantee non-exposure to allergens that may cause allergic reactions. Nor are they able to accommodate individually tailored meals for guests with dietary restrictions such as Kosher, Halal meals, strict gluten free, allergen free or similar custom made dishes
  • Club Room
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4 nights from $989 per person

Book now to 06/30/26 for travel from now to 08/30/26

TURKS & CAICOS
Seven Stars Resort & Spa
Seven Stars Resort & Spa

Up to 25% Off

  • A Welcome Cocktail
  • Complimentary Buffet Breakfast
  • Complimentary use of non-motorized water sports equipment
  • Health Club admission and Wi-Fi
  • 1 Bedroom Island View Suites
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4 nights from $2,009 per person

Book now to 05/31/26 for travel from now to 08/16/26

MONTEGO BAY
Grand Palladium Jamaica Resort & Spa
Grand Palladium Jamaica Resort & Spa

Up to 10% Discount

  • All meals and drinks
  • Infinite Indulgence:
    • 20 restaurants and bars to try all included with infinite indulgence
    • Local and global dining, premium cocktails, and specialty coffee
    • Endless entertainment
    • Theater shows, outdoor parties, solo musicians, and more
    • Water volleyball & basketball in one of Jamaica’s largest pools
    • Equipped gym and fitness classes like yoga, dance, and spin
    • Fun kids activities led by our trained childcare personnel
  • Suite Garden View
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4 nights from $869 per person

Booking and travel are now open

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.