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

  • Grand Velas Riviera Maya

    From $1,522.00+ (USD)

    Destination: Cancun
    Zen Grand Pool Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Sandals Ochi Beach Resort

    From $976.00+ (USD)

    Destination: Ocho Rios
    Riviera Grande Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Four Seasons Resort Lana'i

    From $2,532.00+ (USD)

    Destination: Lanai
    Garden View. Complimentary Pilialoha's children's program. FREE parking.Kids 18 & younger stay FREE.

  • Occidental Tucancun

    From $533.00+ (USD)

    Destination: Cancun
    Double. 24-hour All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $500 in resort discounts per room.

  • The Fairmont Orchid, Hawai'i

    From $803.00+ (USD)

    Destination: Kohala Coast
    Fairmont Garden Two Queens. Reduced rates. Full buffet breakfast for two daily at Orchid Court buffet. Kids 18 & younger stay FREE. Ask about Honeymoon amenities.

  • Sheraton Grand Chicago

    From $648.00+ (USD)

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

  • The Westin Copley Plaza

    From $636.00+ (USD)

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

  • Dreams Las Mareas Costa Rica

    From $925.00+ (USD)

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

  • The Westin Chicago River North

    From $794.00+ (USD)

    Destination: Chicago
    Deluxe City View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Ritz-Carlton, Grand Cayman

    From $881.00+ (USD)

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

  • Tahiti Pearl Beach Resort

    From $1,936.00+ (USD)

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

  • 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.

  • Hotel Mousai

    From $681.00+ (USD)

    Destination: Puerto Vallarta
    Mousai Suite. Adults only. Exclusive $100 Off per booking. Reduced rate.

  • 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, roundtrip inter-island transportation and all applicable transfers.

  • Sofitel Bora Bora Private Island

    From $3,610.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Bora Bora Private Island in a Luxury Lodge Bungalow Lagoon View, daily br...

  • The St. Regis Punta Mita Resort

    From $766.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Garden View. Exclusive $100 Off per booking. Up to 2 Kids 17 & younger stay FREE.

  • Dreams Playa Mujeres Golf & Spa Resort

    From $586.00+ (USD)

    Destination: Cancun
    Junior Suite Garden View King. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking. $200 in resort coupons per room.

  • Marquis Los Cabos All Inclusive Resort & Spa

    From $762.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Ocean View. Adults only. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Panama Jack Resorts Playa del Carmen

    From $444.00+ (USD)

    Destination: Cancun
    Standard. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Ask about reduced rate for Kids 17 & younger.

  • Hard Rock Hotel Cancun

    From $814.00+ (USD)

    Destination: Cancun
    Deluxe Gold King. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Royal Kona Resort

    From $574.00+ (USD)

    Destination: Kailua-Kona
    Standard. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Marival Residences Luxury Resort Nuevo Vallarta

    From $758.00+ (USD)

    Destination: Puerto Vallarta
    One Bedroom Residence. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. Ask about Kids 17 & younger stay FREE.

  • Dreams Villamagna Nuevo Vallarta

    From $475.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite Tropical w/Jacuzzi Double. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • Sunset Resort Rarotonga

    From $1,261.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, complimentary late check out based on availability at time of chec...

  • Le Meridien Bora Bora

    From $3,479.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Bora Bora in a Classic Bungalow, daily breakfast, roundtrip inter-isl...

  • The Westin Maui Resort & Spa

    From $998.00+ (USD)

    Destination: Kaanapali
    Mountain View. Reduced rates. Kids 17 & younger stay FREE.

  • Tikehau Pearl Beach Resort

    From $2,540.00+ (USD)

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

  • Sunshine Suites Resort

    From $802.00+ (USD)

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

  • The Springs Resort and Spa

    From $1,277.00+ (USD)

    Destination: Arenal
    Vista Guest. 25% off on spa treatments. 10% discount on Club Rio tours. FREE Wi-Fi. Reduced rate for Kids 12 & younger.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,254.00+ (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.

More

Plus sign (+) means taxes and fees are additional

Packages


  • InterContinental Tahiti Resort & Spa

    From $2,081.00+ (USD)

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


  • 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.


  • Villa del Palmar Flamingos Beach Resort & Spa

    From $491.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking.


  • Excellence El Carmen

    From $770.00+ (USD)

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


  • InterContinental Moorea Resort & Spa

    From $3,064.00+ (USD)

    Destination: Moorea
    Vacation includes: $400 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...

Plus sign (+) means taxes and fees are additional

 
Online Agency Travel Websites