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

  • Moon Palace Cancun

    From $1,417.00+ (USD)

    Destination: Cancun
    Deluxe Resort View/Limited. All-Inclusive includes all meals, drinks, snacks, activities and more. $500 resort credit per room. FREE Wi-Fi.

  • Dreams Las Mareas Costa Rica

    From $1,451.00+ (USD)

    Destination: Guanacaste
    Junior Suite Double Pool View. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. $200 in resort coupons per room. FREE Wi-Fi.

  • 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.

  • Excellence El Carmen

    From $1,183.00+ (USD)

    Destination: Punta Cana
    Junior Suite Pool View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Honeymoon amenities available.

  • Paradisus Playa del Carmen La Perla

    From $999.00+ (USD)

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

  • Park Hyatt St. Kitts, Christophe Harbour

    From $2,260.00+ (USD)

    Destination: St. Kitts
    Sea View King. 4th night FREE. $300 food & beverage credit per room. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Caesars Palace

    From $454.00+ (USD)

    Destination: Las Vegas
    Forum Classic King Non-smoking. Reduced rates.

  • Hotel Brunelleschi

    From $783.00+ (USD)

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

  • Four Seasons Resort Bora Bora

    From $4,785.00+ (USD)

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

  • Vahine Island - Private Island Resort

    From $3,259.00+ (USD)

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

  • Beaches Negril Resort & Spa

    From $1,660.00+ (USD)

    Destination: Negril
    Negril Deluxe - Double beds. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%.

  • Sugar Beach, A Viceroy Resort

    From $2,167.00+ (USD)

    Destination: St. Lucia
    Sugar Mill Luxury. FREE Wi-Fi.

  • Hotel Le Mahana Huahine

    From $2,152.00+ (USD)

    Destination: Huahine
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Huahine, daily breakfast and 2-course dinner, roundtrip inter-island air on Air Tahiti and roundtrip airport ...

  • Riu Negril

    From $794.00+ (USD)

    Destination: Negril
    Double. All-Inclusive includes all meals, drinks, activities and more. Ask about guaranteed room upgrade.

  • Melia White House London

    From $956.00+ (USD)

    Destination: London
    Queen. FREE Wi-Fi.

  • Secrets Cap Cana Resort & Spa

    From $1,217.00+ (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. FREE Wi-Fi.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,271.00+ (USD)

    Destination: Kaanapali
    Studio Island View. Hawaii Vacation Sale - Up to 60% OFF on room rates in honor of Pleasant Holidays 60th anniversary.

  • Sandals Negril Beach Resort & Spa

    From $1,358.00+ (USD)

    Destination: Negril
    Caribbean Luxury Honeymoon. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Castle Molokai Shores

    From $976.00+ (USD)

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

  • Cambridge Beaches Resort & Spa

    From $1,041.00+ (USD)

    Destination: Bermuda
    Ocean View. Adults Only 13+. Daily breakfast, gratuity, and all taxes per person per day.

  • Outrigger Fiji Beach Resort

    From $2,101.00+ (USD)

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

  • Orlando World Center Marriott

    From $411.00+ (USD)

    Destination: Orlando
    Resort View. 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.

  • Westin Hapuna Beach Resort

    From $1,101.00+ (USD)

    Destination: Kohala Coast
    Partial Ocean View. Hawaii Vacation Sale - Up to 60% OFF on room rates in honor of Pleasant Holidays 60th anniversary.

  • Riu Bambu

    From $701.00+ (USD)

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

  • Maitai Rangiroa

    From $2,807.00+ (USD)

    Destination: Rangiroa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Rangiroa, daily breakfast, one 6-tank dive package per person, roundtrip inter-island air on Air Tahiti and ...

  • 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.

  • Hotel Kia Ora Resort & Spa

    From $2,560.00+ (USD)

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

  • The Westin St. Francis San Francisco on Union Square

    From $727.00+ (USD)

    Destination: San Francisco
    Classic Queen. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • Royalton Saint Lucia

    From $1,136.00+ (USD)

    Destination: St. Lucia
    Luxury Junior Suite. All-In Luxury includes all meals, drinks, activities and more. $300 resort credit per room. FREE Wi-Fi.

More

Plus sign (+) means taxes and fees are additional

Packages


  • 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 St. Regis Princeville Resort

    From $1,527.00+ (USD)

    Destination: Princeville
    Mountain Garden with Terrace. Kids 17 & younger stay FREE.


  • Bora Bora Pearl Beach Resort & Spa

    From $2,572.00+ (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.


  • Myconian Imperial Resort and Villas

    From $1,247.00+ (USD)

    Destination: Mykonos
    Premium Double Sea View. Includes daily buffet breakfast.


  • Dreams Riviera Cancun Resort & Spa

    From $761.00+ (USD)

    Destination: Cancun
    Run of the House. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Ask about Kids 12 & younger pay reduced rate.

Plus sign (+) means taxes and fees are additional

 
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