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

  • The Westin New York at Times Square

    From $688.00+ (USD)

    Destination: New York
    Traditional One Bed. Includes FREE room upgrade and waved extra guest fees. Kids 17 & younger stay FREE. (Must be booked by March 21, 2018).

  • Castle Molokai Shores

    From $948.00+ (USD)

    Destination: Molokai
    One Bedroom Ocean View. FREE parking. Kids 17 & younger stay FREE.

  • Majestic Elegance Punta Cana Beach Resort, Golf, Casino & Spa

    From $989.00+ (USD)

    Destination: Punta Cana
    Junior Suite with Jacuzzi. All-Inclusive includes all meals, drinks, activities and more. Welcome drink. FREE Wi-Fi.

  • Finest Playa Mujeres by Excellence Group

    From $1,325.00+ (USD)

    Destination: Cancun
    Junior Suite. All-inclusive includes all meals, drinks, snacks, activities and more. FREE Wi-Fi.

  • Dreams Punta Cana Resort & Spa

    From $749.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 resort coupon per room.

  • Waikiki Resort Hotel

    From $799.00+ (USD)

    Destination: Waikiki
    Standard. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Hilton Curacao

    From $616.00+ (USD)

    Destination: Curacao
    Island View - King. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Dreams Las Mareas Costa Rica

    From $1,135.00+ (USD)

    Destination: Guanacaste
    Preferred Club Junior Suite Tropical Double. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $400 resort coupon per room.

  • Outrigger Reef Waikiki Beach Resort

    From $924.00+ (USD)

    Destination: Waikiki
    Standard King. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Outrigger Waikiki Beach Resort

    From $909.00+ (USD)

    Destination: Waikiki
    City View King. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Secrets Maroma Beach Riviera Cancun

    From $929.00+ (USD)

    Destination: Cancun
    Junior Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 resort coupon per room.

  • Starhotels Metropole Rome

    From $782.00+ (USD)

    Destination: Rome
    Superior. Includes daily buffet breakfast. 3rd night FREE.

  • Hilton Waikoloa Village

    From $722.00+ (USD)

    Destination: Kohala Coast
    Palace Tower Resort View. FREE 3 Day ECONOMY Car! Kids 18 & younger stay FREE.

  • Arenal Kioro Suites & Spa

    From $993.00+ (USD)

    Destination: Arenal
    Suite. Includes daily buffet breakfast. Exclusive $100 Off per booking. FREEentry to Kioro Thermal Waters.

  • Luxury Bahia Principe Akumal Don Pablo Collection

    From $608.00+ (USD)

    Destination: Cancun
    Junior Suite Superior. All-Inclusive includes all meals, drinks, snacks, activities and more. Ask about Honeymoon amenities. FREE one hour snorkel and bike rental. FREE Wi-Fi.

  • Secrets Cap Cana Resort & Spa

    From $1,089.00+ (USD)

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

  • HOTEL BERNINI PALACE

    From $1,149.00+ (USD)

    Destination: Florence
    Classic Double. Includes daily buffet breakfast. 4th night FREE. FREE Wi-Fi.

  • Sandals Negril Beach Resort & Spa

    From $1,425.00+ (USD)

    Destination: Negril
    Caribbean Beachfront Walkout Grande Luxe Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Sandals Grande Antigua Resort & Spa

    From $1,526.00+ (USD)

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

  • Secrets The Vine Cancun

    From $901.00+ (USD)

    Destination: Cancun
    Deluxe Ocean View King. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Includes a welcome bottle of sparkling wine and a Romantic turndown service.

  • Fairmont Le Chateau Frontenac, Canada

    From $716.00+ (USD)

    Destination: Quebec City
    Fairmont King. Kids 18 & younger stay FREE.

  • Aulani, A Disney Resort & Spa

    From $1,409.00+ (USD)

    Destination: Oahu
    Island Gardens View . FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Harrah's Reno

    From $328.00+ (USD)

    Destination: Reno
    Value. FREE airport shuttle.

  • Castle Halii Kai at Waikoloa

    From $625.00+ (USD)

    Destination: Kailua-Kona
    Two Bedroom Garden Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Renaissance Aruba Resort

    From $730.00+ (USD)

    Destination: Aruba
    Resort. Adults only. FREE Wi-Fi. FREE access to the private island.

  • Luana Waikiki Hotel & Suites

    From $1,055.00+ (USD)

    Destination: Waikiki
    City View. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Tamarindo Diria Beach Resort

    From $697.00+ (USD)

    Destination: Tamarindo
    Standard. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Paradisus Playa del Carmen La Esmeralda

    From $741.00+ (USD)

    Destination: Cancun
    Paradisus Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rate. FREE Wi-Fi.

  • SAVOY

    From $910.00+ (USD)

    Destination: Rome
    Classic. Includes daily breakfast for ALL. 4th night FREE.

  • Halekulani

    From $1,435.00+ (USD)

    Destination: Waikiki
    Garden Courtyard View King. FREE Wi-Fi. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Alexandra Resort

    From $1,455.00+ (USD)

    Destination: Providenciales
    Studio Garden View. FREE Wi-Fi. Kids 12 & younger stay FREE.


  • Palazzo Sant'Angelo sul Canal Grande

    From $804.00+ (USD)

    Destination: Venice
    Classic. Includes daily buffet breakfast. 3rd night FREE. Kids 12 & younger stay FREE. FREE Wi-Fi.


  • Castle Kamaole Sands

    From $749.00+ (USD)

    Destination: Kihei
    One Bedroom Standard Suite. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.


  • Castle Halii Kai at Waikoloa

    From $625.00+ (USD)

    Destination: Kailua-Kona
    Two Bedroom Garden Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.


  • Barcelo Managua

    From $633.00+ (USD)

    Destination: Nicaragua
    Superior. Includes breakfast for ALL. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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