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

  • Aston Waikiki Sunset

    From $521.50+ (USD)

    Destination: Waikiki
    One Bedroom Standard. Exclusive $100 OFF per booking.

  • Sandals South Coast

    From $1,154.50+ (USD)

    Destination: Savanna La Mar
    Beachfront Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Panama Jack Resorts Playa del Carmen

    From $558.00+ (USD)

    Destination: Cancun
    Standard. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rates.

  • Sofitel Bora Bora Private Island

    From $3,255.00+ (USD)

    Destination: Bora Bora
    $500 per booking Savings. Roundtrip airfare on Air Tahiti Nui. Luxury Lodge Bungalow Lagoon View. Daily breakfast. Unlimited Internet (Wi-Fi).

  • Casa de Campo

    From $736.50+ (USD)

    Destination: Punta Cana
    Pete Dye Golf Lodge.

  • Tesoro Los Cabos

    From $415.00+ (USD)

    Destination: Cabo San Lucas
    Standard City View. Exclusive $100 Off per booking. Daily breakfast included.

  • Ramon's Village Resort

    From $915.00+ (USD)

    Destination: Ambergris Caye
    Jungle Mini. Exclusive $100 OFF per booking.

  • The Ocean Club, A Four Seasons Resort, Bahamas

    From $1,344.00+ (USD)

    Destination: Nassau
    Garden View.

  • The Beach at Atlantis

    From $658.00+ (USD)

    Destination: Paradise Island
    Terrace View. Receive up to $200 in resort credits on stays of 7 nights or longer.

  • Casa Marina, A Waldorf Astoria Resort

    From $761.50+ (USD)

    Destination: Key West
    King Guest. FREE 3-Day Mid-Size Hertz Car Rental.

  • TRS Coral Hotel

    From $783.00+ (USD)

    Destination: Cancun
    Junior Suite. Infinite Indulgence includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Paradise Point Resort & Spa

    From $852.00+ (USD)

    Destination: San Diego
    Premium Garden King. FREE 3-Day Mid-Size Hertz Car Rental. Reduced rates.

  • Conrad Tokyo

    From $1,819.50+ (USD)

    Destination: Japan
    King City. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Daily breakfast included.

  • Sandos Caracol Eco Resort

    From $616.00+ (USD)

    Destination: Cancun
    Eco Family Superior. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Grand Hyatt Kauai Resort and Spa

    From $1,043.50+ (USD)

    Destination: Poipu
    Accessible Shower King. Exclusive $100 OFF per booking.

  • Tamanu Beach

    From $2,021.00+ (USD)

    Destination: Aitutaki
    $250 per booking Savings. Roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand. Intimate Garden Bungalow. Daily tropical island breakfast.

  • Dreams Palm Beach Punta Cana

    From $747.50+ (USD)

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

  • Casa Velas Puerto Vallarta

    From $936.50+ (USD)

    Destination: Puerto Vallarta
    Master Suite. Adults Only. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Secrets Puerto Los Cabos All-Inclusive

    From $798.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Garden View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • Aqua Ohia Waikiki

    From $455.50+ (USD)

    Destination: Waikiki
    Hotel Room. Exclusive $100 OFF per booking. Reduced rates.

  • Hyatt Regency Coconut Point

    From $607.50+ (USD)

    Destination: Bonita Springs
    Standard King. FREE 3-Day Mid-Size Hertz Car Rental.

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

    From $869.50+ (USD)

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

  • Sea Change Villas

    From $1,527.00+ (USD)

    Destination: Rarotonga
    $250 per booking Savings. Roundtrip airfare on Air New Zealand. 1 Bedroom Lagoon View Villa with Private Pool. One FREE night. A bottle of wine & beer on arrival.

  • Manava Suite Resort Tahiti

    From $1,654.00+ (USD)

    Destination: Tahiti
    Roundtrip airfare on Air Tahiti Nui. Standard Room. Roundtrip airport transfers.

  • Sheraton Grande Tokyo Bay

    From $1,139.00+ (USD)

    Destination: Japan
    Standard with Balcony. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking.

  • Hotel Palazzo Giovanelli & Gran Canal

    From $1,506.00+ (USD)

    Destination: Venice
    Junior Suite. Includes daily buffet breakfast. Complimentary dinner in a typical Venetian restaurant with a three-course menu (beverages excluded).

  • Secrets Cap Cana Resort & Spa

    From $970.50+ (USD)

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

  • Wailea Beach Resort

    From $868.50+ (USD)

    Destination: Wailea
    Garden View. Exclusive $100 OFF per booking.

  • Margaritaville Beach Resort, Playa Flamingo

    From $908.50+ (USD)

    Destination: Guanacaste
    Standard. Exclusive $100 OFF per booking. Daily breakfast included.

  • Reflect Krystal Grand Los Cabos

    From $537.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 in resort coupons per room.

More

Plus sign (+) means taxes and fees are additional

Packages


  • San Clemente Palace Kempinski

    From $1,169.00+ (USD)

    Destination: Venice
    Deluxe. Includes daily buffet breakfast.


  • Sandals Montego Bay

    From $1,380.50+ (USD)

    Destination: Montego Bay
    Crystal Lagoon Honeymoon Oceanview Luxury w/Balcony Tranquility Soaking Tub. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more.


  • Carmel Valley Ranch

    From $1,351.00+ (USD)

    Destination: Carmel
    Vineyard Oak Studio with Outdoor Tub. FREE 3-Day Mid-Size Hertz Car Rental.


  • Tahiti Pearl Beach Resort

    From $1,890.00+ (USD)

    Destination: Tahiti
    Roundtrip airfare on United Airlines. Deluxe Ocean View Room. Roundtrip airport transfers.


  • Hilton Rose Hall Resort & Spa

    From $854.50+ (USD)

    Destination: Montego Bay
    Resort View. All-Inclusive includes all meals, drinks, activities and more.

Plus sign (+) means taxes and fees are additional

 
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