Winter Travel Advisory: Classic Vacations continues to actively monitor weather conditions that may impact advisors and their clients. For 24/7/365 in-travel support, call +1 (800) 243-6499, text +1 (408) 794-3499, chat at classicvacations.com/contact-us, or email customerservice@classicvacations.com. You may also book online.

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

Cayman Islands
Hotel Indigo Grand Cayman

Exclusive Offer – Up to $330 In Added Value

  • Daily breakfast credit of $35 per person up to 2 people, $50 resort credit per room, and upgrade upon check-in based on availability for all rates
  • Stay Longer and Save Rate
  • Reduced room rate
  • Resort fee included in rate
  • Standard Neighborhood View Room

4 nights from $1,799 per person 

Booking and travel are now open

JAMAICA
S Hotel Montego Bay
S Hotel Montego Bay

Up to 20% Off Best Available Rate

  • Guests staying a minimum of 5 nights will receive accommodations as noted on itinerary
  • A reduced room rate
  • 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
  • Mini King Suite
Read more

5 nights from $1,329 per person

Book now to 03/31/26 for travel from now to 05/01/26

TURKS & CAICOS
West Bay Club

Up to 25% Off Best Available Rate

  • A reduced room rate
  • Daily full breakfast in restaurant
  • Complimentary wireless internet
  • Complimentary non-motorized water sports
  • Ocean Front Luxury 1 Bedroom Suite

4 nights from $2,659 per person

Book now to 02/15/26 for travel from now to 04/01/26

Bahamas
Atlantis_Hero_Shot_Aerial_Royal_Cove_Reef_Exterior
The Royal at Atlantis

Up to 23% Off Best Available Rate

  • A reduced room rate
  • $77 USD plus VAT resort fee, per room, per day has been added to the room rate and includes:
    • Daily access to Aquaventure Water Park (value $190 per adult / $95 per child)
    • Unlimited access throughout your stay to The Dig, Predator Tunnel, and the largest open-air marine habitat in the world
    • Wi-Fi Access in guest rooms and lobby areas for four devices
    • Daily access to Fitness Center for two
    • Two reusable souvenir water bottles per room and access to filtered water stations
    • Access to indoor theater and poolside movies
    • Resort shuttle service
    • Complimentary resort guest activities
    • Free gaming lessons
  • Royal Tower Water View
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4 nights from $1,439 per person

Book now to 02/15/26 for travel from now to 03/31/26

Aruba
Aruba Marriott Resort & Stellaris Casino
Aruba Marriott Resort

Up to 20% Off Best Available Rate

  • A reduced room rate
  • A resort fee of $69 per room per night before taxes will be paid direct upon arrival and includes the following:
    • One hour non-motorized watersports per day, including paddleboards, flat floats, kayak rental, floating rafts, and snorkeling gear
    • 30 minutes of international calls from your hotel room
    • Fitness classes – one per day
    • Enhanced internet access
    • Bottled water
    • Welcome drink
    • E-reader
    • Resort fee inclusions are subject to change without notice
  • Partial Ocean View
Read more

4 nights from $1,749 per person

Book now to 02/15/26 for travel from now to 05/01/26

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.