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

  • Sofitel Legend The Grand Amsterdam

    From $1,514.00+ (USD)

    Destination: Amsterdam
    Superior Queen. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily buffet breakfast.

  • Sheraton Waikiki

    From $797.00+ (USD)

    Destination: Waikiki
    Standard. Kids 17 & younger stay FREE.

  • Los Suenos Marriott Ocean & Golf Resort

    From $682.00+ (USD)

    Destination: Herradura
    Rainforest View King. Includes daily breakfast for ALL. Kids 12 & younger stay FREE.

  • Costa Rica Marriott

    From $698.00+ (USD)

    Destination: San Jose
    Deluxe. Includes daily breakfast for ALL. Kids 11 & younger stay FREE.

  • Majestic Mirage Punta Cana

    From $1,135.00+ (USD)

    Destination: Punta Cana
    Club One Bedroom Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Complimentary unlimited green fees.

  • Blue Palace, A Luxury Collection Resort & Spa

    From $1,346.00+ (USD)

    Destination: Crete
    Superior Bungalow Sea View. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast.

  • Hard Rock Hotel Cancun

    From $875.00+ (USD)

    Destination: Cancun
    Deluxe Gold Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 Limitless Resort Credit per room. FREE Wi-Fi. Ask about Unlimited Golf.

  • Sheraton Maui Resort & Spa

    From $742.00+ (USD)

    Destination: Kaanapali
    Resort View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • Bally's Las Vegas

    From $140.00+ (USD)

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

  • El Greco Resort

    From $1,192.00+ (USD)

    Destination: Santorini
    Double Standard. Includes EXCLUSIVE Complimentary Arrival Transfers for Two.

  • Aston Waikiki Beach Hotel

    From $665.00+ (USD)

    Destination: Waikiki
    Standard. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • Vedema, A Luxury Collection Resort

    From $1,196.00+ (USD)

    Destination: Santorini
    Dorian Suite. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast. Complimentary bottle of Santorinian wine upon arrival. FREE Wi-Fi.

  • Sheraton Universal Hotel

    From $575.00+ (USD)

    Destination: Los Angeles
    Traditional King. Exclusive $50 activity credit per booking. Kids 17 & under stay FREE. FREE Wi-Fi.

  • Dreams Dominicus La Romana

    From $731.00+ (USD)

    Destination: La Romana
    Deluxe Tropical View King. Unlimited-Luxury includes all meals, drinks, activities and more. $200 in resort coupons per room.

  • Moana Surfrider, A Westin Resort & Spa

    From $821.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Complimentary lei greeting & Moana Elixir upon arrival.

  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $638.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Ask about FREE massage. (Must be booked by July 17, 2017).

  • Sandals Barbados

    From $1,390.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Savoy

    From $1,062.00+ (USD)

    Destination: Rome
    Classic. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast.

  • Hyatt Ziva Puerto Vallarta

    From $657.00+ (USD)

    Destination: Puerto Vallarta
    King. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Kids 12 & younger stay FREE. Ask about spa credit.

  • Riu Republica

    From $681.00+ (USD)

    Destination: Punta Cana
    Double Courtyard View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Sandals Inn

    From $872.00+ (USD)

    Destination: Montego Bay
    Carlyle Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • 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.

  • Caribe Hilton San Juan

    From $626.00+ (USD)

    Destination: San Juan
    Tower King Bed with Balcony. FREE Wi-Fi, beach activities and more. Kids 18 & younger stay FREE.

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,466.00+ (USD)

    Destination: Exuma
    Beach House Luxury Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • GAIA Hotel & Reserve

    From $807.00+ (USD)

    Destination: Costa Rica
    Jungle View Studio. Includes daily a la carte breakfast. One 20 minute mini spa treatment per adult. FREE Wi-Fi.

  • The LINQ Hotel and Casino

    From $198.00+ (USD)

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

  • Seven Stars Resort & Spa

    From $1,560.00+ (USD)

    Destination: Providenciales
    Garden View Junior Suite. Daily continental breakfast, non-motorized watersports and more. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,443.00+ (USD)

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

  • Divi Aruba All Inclusive

    From $1,001.00+ (USD)

    Destination: Aruba
    Garden View. All-Inclusive includes all meals, drinks, activities and more. Ask about Kids stay FREE.

  • Melia Madrid Princesa

    From $752.00+ (USD)

    Destination: Madrid
    Melia. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.

More

Plus sign (+) means taxes and fees are additional

Packages


  • ME Miami

    From $425.00+ (USD)

    Destination: Miami
    Aura. Exclusive $50 activity credit per booking. FREE Wi-Fi.


  • JW Marriott Guanacaste Resort & Spa

    From $787.00+ (USD)

    Destination: Guanacaste
    Deluxe Garden View Run of House. Includes daily buffet breakfast. Kids 12 & younger stay FREE.


  • Coco Beach Resort

    From $828.00+ (USD)

    Destination: Ambergris Caye
    Hotel. Exclusive reduced rate. Kids 12 & younger stay FREE. Complimentary use of kayaks, paddle boards, and paddle boats.


  • Fairmont Kea Lani, Maui

    From $1,147.00+ (USD)

    Destination: Wailea
    Fairmont Suite. Includes complimentary lei greeting and welcome beverage. Kids 18 & younger stay FREE.


  • Real InterContinental San Jose - Costa Rica

    From $713.00+ (USD)

    Destination: Costa Rica
    Deluxe. Daily buffet breakfast for ALL. Kids 12 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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