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

  • Starhotels Michelangelo Rome

    From $728.00+ (USD)

    Destination: Rome
    Superior. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. 3rd night FREE. One child 11 & younger stays FREE.

  • Hard Rock Cancun

    From $929.00+ (USD)

    Destination: Cancun
    Deluxe Gold King. 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.

  • JW Marriott Marco Island Beach Resort

    From $608.00+ (USD)

    Destination: Marco Island
    Tropical Resort View. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Le Meridien Bora Bora

    From $2,907.00+ (USD)

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

  • Kaanapali Alii

    From $1,115.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. FREE parking.

  • Element New York Times Square West

    From $559.00+ (USD)

    Destination: New York
    Standard King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Includes daily breakfast. Reduced rate. Kids 17 & younger stay FREE.

  • Muri Beach Club Hotel

    From $1,681.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical breakfast with one hot selection at breakfast, and roundtrip airport transfers.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,433.00+ (USD)

    Destination: Moorea
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

  • Melia Coco Beach Puerto Rico

    From $393.00+ (USD)

    Destination: Rio Grande
    Deluxe Garden View. $100 Off per booking. FREE Wi-Fi. Kids 16 & younger stay FREE.

  • Sheraton Puerto Rico Hotel & Casino

    From $449.00+ (USD)

    Destination: San Juan
    Traditional. $100 Off per booking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Nautilus Resort

    From $1,924.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily breakfast, a fruit platter on arrival, and roundtrip airport transfers.

  • Hilton Hawaiian Village Waikiki Beach Resort

    From $691.00+ (USD)

    Destination: Waikiki
    Resort View King Bed. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Royal Kahana Maui BY OUTRIGGER

    From $546.00+ (USD)

    Destination: Kahana
    Studio Garden View. $100 Off Per Booking! FREE parking. FREE Wi-Fi. Kids 18 & younger stay FREE.

  • Luxury Residences Hotel at Villa del Palmar Cancun

    From $1,197.00+ (USD)

    Destination: Cancun
    One Bedroom Residential Garden View. Exclusive $100 Off per booking. FREE Wi-Fi. Includes private butler service assigned to your room. Ask about welcome amenities.

  • Gran Melia Rome Villa Agrippina

    From $943.00+ (USD)

    Destination: Rome
    Deluxe. Exclusive $100 Off per booking, Stays of 5 nights or longer receive $150 Off per booking. Complimentary room upgrade. Daily access to spa. Reduced rate. Kids 12 & younger stay FREE.

  • Excellence Riviera Cancun

    From $1,235.00+ (USD)

    Destination: Cancun
    Junior Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking.

  • Sofitel Fiji Resort & Spa

    From $2,047.00+ (USD)

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

  • Sandals Halcyon Beach Resort & Spa

    From $1,474.00+ (USD)

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

  • Sandals South Coast

    From $1,318.00+ (USD)

    Destination: Montego Bay
    Italian Beachfront Club Junior Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Sheraton Buganvilias Resort & Convention Center

    From $332.00+ (USD)

    Destination: Puerto Vallarta
    Garden View. Exclusive $100 Off per booking. Reduced rate. Ask about kids stay FREE.

  • Sheraton Kauai Resort

    From $830.00+ (USD)

    Destination: Poipu
    Garden View. Kids 17 & younger stay FREE.

  • W Washington D.C.

    From $749.00+ (USD)

    Destination: Washington, DC
    Wonderful King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Reduced rate. Kids 17 & younger stay FREE.

  • Sheraton Maui Resort & Spa

    From $769.00+ (USD)

    Destination: Kaanapali
    Resort View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Sandals Negril Beach Resort & Spa

    From $1,065.00+ (USD)

    Destination: Negril
    Caribbean Premium. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Riu Palace St. Martin

    From $895.00+ (USD)

    Destination: St. Martin
    Junior Suite Courtyard View. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Up to two Kids 5 & younger stay FREE.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,725.00+ (USD)

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

  • Sandals LaSource Grenada Resort & Spa

    From $1,588.00+ (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%. Up to $1,000 Instant Booking Bonus.

  • Aulani, Disney Vacation Club Villas

    From $1,428.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Hyatt Ziva Rose Hall

    From $773.00+ (USD)

    Destination: Montego Bay
    King. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Hyatt Gold Passport Point Members are eligible to earn 1,000 points per paid night.

  • Fiesta Americana Condesa Cancun All Inclusive Resort

    From $835.00+ (USD)

    Destination: Cancun
    Premium Superior King Garden. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Complimentary parking.

More

Plus sign (+) means taxes and fees are additional

Packages


  • The Royal Hawaiian, a Luxury Collection Resort

    From $759.00+ (USD)

    Destination: Waikiki
    Historic. $100 Off Per Booking! Daily breakfast buffet at Surf Lanai Restaurant for up to two persons per room and a 15% discount on spa treatments. Welcome lei greeting and amenity.


  • The Cosmopolitan of Las Vegas

    From $236.00+ (USD)

    Destination: Las Vegas
    City View. Reduced rate. Includes breakfast for 2.


  • Sandals Royal Caribbean Resort & Private Island

    From $1,096.00+ (USD)

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


  • Bora Bora Pearl Beach Resort & Spa

    From $2,553.00+ (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.


  • St. James's Club Morgan Bay

    From $1,046.00+ (USD)

    Destination: St. Lucia
    Garden View. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking.

Plus sign (+) means taxes and fees are additional

 
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