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

ST. JOHN, U.S. VIRGIN ISLANDS
The Westin St. John Resort Villas

Up to 15% Off

  • Accommodations as noted on itinerary
  • Best Available Rate
  • The mandatory $75 USD + tax resort fee, per room, per day to be paid direct upon check out includes:
    • Daily enhanced high-speed internet access
    • Two welcome drinks per room once per stay
    • Sunrise beach yoga (max 2 guests per room per day)
    • Unlimited use of snorkel equipment (max 2 guests per room)
    • 1-hour non-motorized sports rental (kayaks, paddle boards and hobie cats). Max 1 rental per day
  • Garden View Guest Room
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4 nights from $929 per person 

Booking and travel are now open

DOMINICAN REPUBLIC
Sanctuary-Cap-Cana-Main-Pool-Male-Couple-1
Sanctuary Cap Cana

Exclusive – Up to 10% Off, plus each 4+ night booking automatically enters into a raffle to win a complimentary 2-night stay

  • All-Inclusive Rate
  • Accommodations as noted on itinerary
  • Gourmet Meals
  • Unlimited selection of Domestic and Imported Drinks
  • Set Activities and Entertainment Program
  • Tax and Service charge
  • Junior Suite Ocean View
 
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4 nights from $1,349 per person

Book now to 05/30/26 for travel from now to 12/15/26

TURKS & CAICOS
The Sands at Grace Bay

Up to 5% Off

  • Accommodations as noted on itinerary
  • Welcome drink upon arrival
  • Beach and pool lounge chairs and towels
  • Complimentary Bicycle use
  • Weekly Rum Punch Party
  • Complimentary non-motorized water sports
  • Palapa Beach Shades
  • Complimentary Wi-Fi
  • Junior Suite Garden View
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4 nights from $1,169 per person

Booking and travel are now open

ARUBA
Aruba Marriott Resort & Stellaris Casino
Aruba Marriott Resort & Stellaris Casino

Up to 10% Off

  • A Reduced Room Rate
  • Best Available Rate
  • A resort fee of $69 per room per night before taxes will be paid direct upon arrival and includes the following amenities and services
  • One Hour non-motorized watersports per day, including paddleboards, flat floats, kayak rental, floating rafts and snorkeling gear
  • International calls: enjoy complimentary 30 minutes of international calls from your hotel room landline. Use this opportunity to stay in touch with your friends and family abroad
  • Local calls: enjoy complimentary 60 minutes of local calls from your hotel room landline
  • Fitness Classes – one per day (Aqua fitness, yoga, dance classes)
  • Enhanced internet access: stay connected with high-speed internet access throughout your stay. Whether you need to check emails, browse the web, or stream your favorite content, our enhanced internet service ensures a seamless online experience
  • Bottled water: stay hydrated with three complimentary bottles of water in your guestroom.
  • Welcome drink: receive a warm welcome with a refreshing welcome drink
  • E-Reader
  • Resort Fee Inclusions are subject to change without notice
  • Garden View Room
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4 nights from $1,389 per person

Booking and travel are now open

PUERTO RICO
El Conquistador Resort
El Conquistador Resort

Up to 15% Discount

  • A mandatory $70.85 USD resort fee, per room, per day. The Hotel will collect this fee and guests will be responsible for payment directly to the Hotel
  • The resort fee includes:
    • Additional inclusions
    • Beach towels
    • Concierge service
    • Fitness center access
    • Health club access
    • Housekeeping
    • In-room bottled water
    • In-room coffee
    • In-room safe
    • Phone calls
    • Pool access
  • Marina Ocean View Room
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4 nights from $979 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.