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 Copley Plaza

    From $538.00+ (USD)

    Destination: Boston
    Traditional Double. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Sandals Grenada Resort & Spa

    From $1,493.00+ (USD)

    Destination: Grenada
    Lover's Lagoon Junior Suite Balcony. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Gran Melia Don Pepe

    From $945.00+ (USD)

    Destination: Marbella
    Classic Mountain View. Includes daily buffet breakfast. FREE Wi-Fi.

  • Aston Mahana at Kaanapali

    From $977.00+ (USD)

    Destination: Kaanapali
    Oceanfront Studio. FREE parking. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Aruba Marriott Resort & Stellaris Casino

    From $941.00+ (USD)

    Destination: Aruba
    Limited View.

  • H10 Art Gallery

    From $629.00+ (USD)

    Destination: Barcelona
    Double. Includes daily buffet breakfast. FREE Wi-Fi. Reduced Rate.

  • Pacific Resort Aitutaki

    From $2,994.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $200 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air Rarotonga , 5 nights acco...

  • Sandals Inn

    From $777.00+ (USD)

    Destination: Montego Bay
    Carlyle Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Ask about Sandals Weddings and up to $135 Booking Bonus.

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

    From $1,585.00+ (USD)

    Destination: Punta Cana
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more.

  • Sandals Grande Antigua Resort & Spa

    From $1,765.00+ (USD)

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

  • Grand Velas Riviera Maya

    From $1,650.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more.

  • The St. Regis Aspen Resort

    From $1,992.00+ (USD)

    Destination: Aspen
    Grand Deluxe King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • The Westin Verasa Napa

    From $536.00+ (USD)

    Destination: Napa Valley
    Traditional King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • Dreams Puerto Aventuras Resort & Spa

    From $640.00+ (USD)

    Destination: Cancun
    Deluxe Garden. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. $200 in resort coupons per room. FREE Wi-Fi.

  • Excellence Oyster Bay

    From $1,288.00+ (USD)

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

  • Matangi Island Resort

    From $3,397.00+ (USD)

    Destination: Fiji
    Vacation includes: $300 per booking Savings, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights ac...

  • JW Marriott Cancun Resort & Sp

    From $653.00+ (USD)

    Destination: Cancun
    Ocean - King. Kids 16 & younger stay FREE.

  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $608.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,466.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast, inter-island transportation and all applicable transfers.

  • The Westin Valencia

    From $1,037.00+ (USD)

    Destination: Valencia
    Deluxe.

  • Aqua Ohia Waikiki

    From $654.00+ (USD)

    Destination: Waikiki
    Hotel. Hawaii Vacation Sale - Up to 60% OFF on room rates in honor of Pleasant Holidays 60th anniversary.

  • Grand Hyatt Kauai Resort & Spa

    From $1,649.00+ (USD)

    Destination: Poipu
    One King Bed. Hawaii Vacation Sale - Up to 60% OFF on room rates in honor of Pleasant Holidays 60th anniversary.

  • InterContinental Moorea Resort & Spa

    From $1,989.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, a honeymoon gift, a half bottle of champagne, a T-shirt for the groo...

  • InterContinental Moorea Resort & Spa

    From $3,089.00+ (USD)

    Destination: Moorea
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Moorea Resort & Spa in a Garden Pool Junior Suite Bungalow, two...

  • The Ritz-Carlton, Grand Cayman

    From $1,064.00+ (USD)

    Destination: Grand Cayman
    Garden View - King Bed. Kids 17 & younger stay FREE.

  • Castle Molokai Shores

    From $976.00+ (USD)

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

  • Aulani, A Disney Resort & Spa

    From $1,958.00+ (USD)

    Destination: Oahu
    Standard View. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Sandals Royal Caribbean Resort & Private Island

    From $1,155.00+ (USD)

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

  • Maitai Polynesia Bora Bora

    From $1,964.00+ (USD)

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

  • The Westin Golf Resort & Spa, Playa Conchal

    From $1,758.00+ (USD)

    Destination: Guanacaste
    Royal Beach. All-Inclusive includes all meals, drinks, snacks, activities and more. Adults 18 & older only in this room category. Ask about Kids 12 & younger pay reduced rate.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sunshine Suites Resort

    From $1,543.00+ (USD)

    Destination: Grand Cayman
    Studio. FREE continental breakfast daily. FREE Wi-Fi. Kids 17 & younger stay FREE.


  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,705.00+ (USD)

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


  • Qamea Resort & Spa

    From $3,453.00+ (USD)

    Destination: Fiji
    Vacation includes: $300 per booking Savings, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights ac...


  • Sofitel Moorea Ia Ora Beach Resort

    From $2,215.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...


  • Manava Suite Resort Tahiti

    From $1,406.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on United Airlines, 5 night hotel accommodation in Tahiti, and roundtrip transfers.

Plus sign (+) means taxes and fees are additional