We Are Here For You

Postpone Brighter days are coming soon–be ready for them! We are currently open to make new vacation bookings for 2020 and 2021, online or via our call center. Just having a trip to look forward to can make a world of difference to you in the days ahead.
May and June Travel for Non-Cruise Bookings
For existing bookings that include our travel protection plan coverage, all plan policies apply. For existing bookings that do not include our travel protection plan coverage, travelers may receive a Land Future Travel Credit for 100% of the land portion of the booking when they need to cancel it if:
  • The existing booking is scheduled to travel through 05/31/2020 OR
  • The existing booking is scheduled to travel 06/01/2020 – 06/30/2020 only if the booked hotel is closed to new guest arrivals
If you have a Pleasant Holidays Land Future Travel Credit, maximize your vacation value by redeeming it today. Airfares, cruise fares and hotel rates for many destinations are up to 50% lower than last year. The credit may be used for future travel to any destination or cruise vacation in our portfolio for travel by 12/15/2021. The Land Future Travel Credit is non-transferrable, non-refundable nor offered as cash back if not used in full. Airline change/cancel policies are not applicable and remain as defined by the airlines. Not valid for existing cruise bookings. Due to the high volume of cancellations and refund requests, supplier processing of refunds may take 90+ days to process.


$250 Rebooking Discount
Pleasant Holidays is offering a $250 per booking rebooking discount to travelers with existing bookings with travel scheduled through May 31, 2020 who decide to change their current booking or to rebook a cancelled vacation. Travelers have between 1 and 30 days after the full cancellation of a previous Pleasant Holidays vacation to redeem the rebooking discount. The discount also applies to travelers with existing bookings for travel scheduled June 1- 30, 2020 only if the booked flights or cruise have been canceled and/or the hotel is not accepting guests. See our Travel Alerts page for details.


Featured Deals

  • Conrad Las Vegas at Resorts World - Opening Special
    Conrad Las Vegas at Resorts World - Opening Special

    Up to 15% OFF rooms at this new 5-star resort for the globally-minded traveler. Opening June 2021. See Details

  • Sheraton Waikiki Resort - $100 OFF per booking
    Sheraton Waikiki Resort - $100 OFF per booking

    PLUS reduced room rates at this upscale resort located on the best stretch of Waikiki Beach. See Details

  • Estudio Playa Mujeres - EXCLUSIVE Upgrade Offer
    Estudio Playa Mujeres - EXCLUSIVE Upgrade Offer

    FREE upgrade from Jr. Suite to Jr Suite Ocean View or Inspira Swimout Suite to Inspira Rooftop Su... See Details

  • Jewel Paradise Cove Adult Beach Resort & Spa, All-Inclusive
    Jewel Paradise Cove Adult Beach Resort & Spa, All-Inclusive

    All-Inclusive, Adults Only. Exclusive $100 OFF per booking PLUS up to 68% OFF room rates. See Details

  • Walt Disney World Dolphin - Up to 40% OFF Rooms
    Walt Disney World Dolphin - Up to 40% OFF Rooms

    PLUS guaranteed room upgrade at this enchanting hotel in the heart of Walt Disney World theme parks. See Details

  • Iberostar Selection Rose Hall Suites - Savings + Resort Credits
    Iberostar Selection Rose Hall Suites - Savings + Resort Credits

    40% OFF rooms + $100 OFF per booking + $600 resort credit at this all-inclusive all-suite resort. See Details

  • Grand Wailea, A Waldorf Astoria Resort, Maui
    Grand Wailea, A Waldorf Astoria Resort, Maui

    5th night FREE + $100 OFF per booking at this luxury resort in the posh Wailea enclave. See Details

  • The Kahala Hotel & Resort - 5th Night FREE
    The Kahala Hotel & Resort - 5th Night FREE

    PLUS $100 OFF per booking at this elegant resort, a favorite among celebrities. See Details

  • Royal Sonesta Kauai Resort Lihue
    Royal Sonesta Kauai Resort Lihue

    Enjoy an idyllic retreat at this lovely resort offering the largest one-level pool in Hawaii. See Details

  • Castle Kamaole Sands
    Castle Kamaole Sands

    This comfortable resort near Kihei is the perfect choice for families. One Bedroom Suite. See Details

  • Royal Kona Resort - $100 OFF per Booking
    Royal Kona Resort - $100 OFF per Booking

    Plus reduced room rates at this at this resort featuring a private swimming lagoon and beach. See Details

  • Paradisus Los Cabos: EXCLUSIVE Savings
    Paradisus Los Cabos: EXCLUSIVE Savings

    Up to 40% OFF rooms at this upscale all-inclusive beach resort. Book by 5/31/21 for 2021 travel. See Details

See All Featured Deals
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