We Are Here For You

Postpone Now is the time to stay safe at home. But soon, these days will be behind us. So don’t cancel the vacation you have planned–reschedule it for later this year instead. Just having a trip to look forward to can make a world of difference to you in the days ahead.
April & May 2020 Travel for Non-Cruise Bookings
For existing bookings scheduled to travel 04/01/2020 – 05/31/2020 that do include our travel protection plan coverage, all plan policies apply. Travelers cancelling existing bookings scheduled to travel 04/01/2020 – 05/31/2020 that do not include our travel protection plan coverage may receive refunds in the form of a Land Future Travel Credit for 100% of the land portion of the booking. The credit may be used for future travel to any destination or cruise vacation in our portfolio for travel by 12/15/2021. 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.


Featured Deals

  • Grand Wailea, A Waldorf Astoria Resort Maui - FREE midsize car rental
    Grand Wailea, A Waldorf Astoria Resort Maui - FREE midsize car rental

    FREE 3-day midsize car rental for stays of 3 nights or more. Book by 5/3/20. Travel through 12/14... See Details

  • The Brando, Tetiaroa, Tahiti - Sustainable Luxury on a Private Island
    The Brando, Tetiaroa, Tahiti - Sustainable Luxury on a Private Island

    Includes roundtrip flight from Papeete, meals, drinks, one spa treatment per room, per day and more. See Details

  • Royal Lahaina Resort - FREE midsize car rental
    Royal Lahaina Resort, Maui

    FREE 3-day midsize car rental for stays of 3 nights or more. Book by 5/3/20. Travel through 12/14... See Details

  • Moana Surfrider, A Westin Resort & Spa, Waikiki - Pleasant Holidays Exclusive Offer
    Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

    The lowest room rates + Beach Club access. Valid for 3-night air-inclusive vacations through 1/2/21. See Details

See All Featured Deals
High Call Volume Update
We are asking those who do NOT have travel within the next 14 days to wait until closer to their trip prior to contacting us so that we can address those with urgent needs. Thank you for helping us reduce call hold times.