Pleasant Holidays

Pleasant Memories Since 1959

Located in Westlake Village, California near Los Angeles, Pleasant Holidays was launched in 1959 and is now one of the largest privately-owned travel companies in the U.S. The Company manages a portfolio of 4 travel brands and is a subsidiary of the Automobile Club of Southern California.

With over 50 years experience, Pleasant Holidays specializes in vacations to the Hawaiian Islands, Mexico, Caribbean, Tahiti & French Polynesia, Costa Rica and the Continental United States. The Company has offices in Westlake Village, Honolulu and San Diego with a team of 400 dedicated employees. These diversified travel brands appeal to a broad range of travelers from economy to luxury vacation packages at affordable prices, with exceptional customer service. The Pleasant Holidays brands have sold over 10 million vacations since 1959.

Pleasant Holidays creates memorable travel experiences through personalized service, trusted expertise and product value. We are dedicated to excellence and aspire to be the leading provider of worldwide travel.

Packages

  • Sheraton Princess Kaiulani

    From $596.00+ (USD)

    Destination: Waikiki
    City View. Best Offers from Marriott Hawaii! Kids 17 & younger stay FREE.

  • Casa Dorada Los Cabos Resort & Spa

    From $633.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe Suite. Includes daily breakfast for all adults. Ask about kids eat FREE. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • Aulani, A Disney Resort & Spa

    From $1,283.00+ (USD)

    Destination: Oahu
    Island Gardens View. Kids 17 & younger stay FREE.

  • InterContinental Moorea Resort & Spa

    From $1,884.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, complimentary tropical flower arrangement, a honeymoon present, a ha...

  • Jewel Paradise Cove Beach Resort & Spa

    From $1,209.00+ (USD)

    Destination: Montego Bay
    Premier. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Montana de Fuego Resort & Spa

    From $595.00+ (USD)

    Destination: Arenal
    Standard Bungalow. Includes daily breakfast for ALL. Includes 10% Off spa treatments and Go Adventure Park activities.

  • SAVOY

    From $748.00+ (USD)

    Destination: Rome
    Classic. Includes daily breakfast. Includes 3rd night FREE.

  • The Westin Maui Resort & Spa

    From $855.00+ (USD)

    Destination: Kaanapali
    Mountain View. Best Offers from Marriott Hawaii! Daily breakfast buffet for two. 15% spa discount. Kids 17 & younger stay FREE.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,507.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast, roundtrip inter-island air on Air Tahiti and roundtrip airport transfers.

  • Live Aqua Cancun All Inclusive Resort

    From $785.00+ (USD)

    Destination: Cancun
    Deluxe Garden View King. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Ask about FREE massage.

  • ME Miami

    From $425.00+ (USD)

    Destination: Miami
    Aura. Exclusive $50 activity credit per booking. FREE Wi-Fi. Early check-in and late check-out guarantee. Complimentary welcome drink and turndown service.

  • Bally's Las Vegas

    From $140.00+ (USD)

    Destination: Las Vegas
    Indigo King. Exclusive $50 activity credit per booking.

  • Wynn Las Vegas

    From $371.00+ (USD)

    Destination: Las Vegas
    Deluxe Resort King. $100 resort credit. Complimentary self-parking. Ask about $200 resort credit for 5 nights or more.

  • Mystique, A Luxury Collection Hotel

    From $1,916.00+ (USD)

    Destination: Santorini
    Spiritual Suite & Spa. Daily a la carte breakfast with champagne for ALL. A liquor and welcome platter upon arrival. 50 euro food & beverage credit per room.

  • Fiji Hideaway Resort & Spa

    From $1,953.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodation, daily breakfast, meet & greet with shell lei and roundtrip airport transfers.

  • The Westin Princeville Ocean Resort Villas

    From $927.00+ (USD)

    Destination: Princeville
    Island View Deluxe Studio. Best Offers from Marriott Hawaii! Includes FREE Wi-Fi. Kids 17 & younger stay FREE.

  • The Brando

    From $6,523.00+ (USD)

    Destination: Society Islands
    Vacation includes: Roundtrip airfare on from Papeete on Air Tetiaroa, and 3 nights accommodation in Tetiaroa with all meals (deluxe items available at an additional charge), 24-hour d...

  • The Springs Resort & Spa

    From $1,202.00+ (USD)

    Destination: Arenal
    Vista Guest. FREE Wi-Fi.

  • Beaches Negril Resort & Spa

    From $1,449.00+ (USD)

    Destination: Negril
    Negril Deluxe - King Bed. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

  • Sandals Ochi Beach Resort

    From $1,007.00+ (USD)

    Destination: Ocho Rios
    Riviera Bamboo Grove Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Harrah's Las Vegas

    From $160.00+ (USD)

    Destination: Las Vegas
    Mardis Gras King. Exclusive $50 activity credit per booking.

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,952.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Resort & Thalasso Spa in an Emerald Overwater Junior S...

  • Flamingo Beach Resort & Spa

    From $654.00+ (USD)

    Destination: Guanacaste
    Standard. Includes daily breakfast for ALL. FREE Wi-Fi.

  • Secrets Cap Cana Resort & Spa

    From $939.00+ (USD)

    Destination: Punta Cana
    Junior Suite Tropical View King. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. $200 in resort coupons per room.

  • The Westin Michigan Avenue

    From $539.00+ (USD)

    Destination: Chicago
    Traditional King. Exclusive $50 activity credit per booking. Reduced rate. Kids17 & younger stay FREE.

  • Sheraton Puerto Rico Hotel & Casino

    From $520.00+ (USD)

    Destination: San Juan
    Traditional King. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,587.00+ (USD)

    Destination: St. Lucia
    Caribbean Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $635 Instant Booking Bonus.

  • Le Meridien Bora Bora

    From $2,847.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, one FREE night, daily breakfast for two, roundtrip inter-island air on Air Tahiti and roun...

  • H10 London Waterloo

    From $849.00+ (USD)

    Destination: London
    Double. Includes daily buffet breakfast. FREE Wi-Fi. Reduced rate.

  • Tokoriki Island Resort

    From $4,241.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tokoriki Island Resort in a Sunset Pool Villa, a FJ$250 resort credit per bure, a big B...

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Plus sign (+) means taxes and fees are additional

Packages


  • The Westin Playa Bonita

    From $743.00+ (USD)

    Destination: Playa Bonita
    Deluxe Green View. Includes daily buffet breakfast for ALL. Kids 12 & younger stay FREE.


  • Walt Disney World Swan

    From $581.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 activity credit per booking. Reduced rate. Includes daily resort service package. Complimentary shuttle to Walt Disney World. Kids 17 & younger stay FREE.


  • Luana Waikiki Hotel & Suites

    From $598.00+ (USD)

    Destination: Waikiki
    City View. Kids 17 & younger stay FREE.


  • Riu Plaza Panama

    From $675.00+ (USD)

    Destination: Panama City
    Deluxe. Includes daily buffet breakfast for ALL. Kids 11 & younger stay FREE. FREE Wi-Fi.


  • Riu Palace Riviera Maya

    From $656.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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