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

  • Eden Roc Miami Beach

    From $1,190.00+ (USD)

    Destination: Miami
    Legendary Deluxe King Bay View. FREE 3-Day Mid-Size Hertz Car Rental. Daily $25 resort credit per room.

  • Sheraton Vistana Resort Villas Lake Buena Vista/Orlando

    From $309.50+ (USD)

    Destination: Orlando
    One Bedroom Villa. FREE 3-Day Mid-Size Hertz Car Rental.

  • The Westin St. Francis on Union Square

    From $1,176.00+ (USD)

    Destination: San Francisco
    Traditional Queen. FREE 3-Day Mid-Size Hertz Car Rental.

  • Riu Palace Peninsula

    From $693.00+ (USD)

    Destination: Cancun
    Junior Suite. Exclusive $100 OFF per booking. All-Inclusive includes all meals, drinks, snacks, activities and more. $35 spa credit per adult.

  • Riu Palace Cabo San Lucas

    From $746.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite. Exclusive $100 OFF per booking. All-Inclusive includes all meals, drinks, snacks, activities and more. $35 spa credit per adult. Reduced rates.

  • Sandals Royal Bahamian Spa Resort & Offshore Island

    From $1,126.00+ (USD)

    Destination: Cable Beach
    Windsor Honeymoon Club Level Oversized Junior Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Panama Jack Resorts Cancun - All Inclusive

    From $523.00+ (USD)

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

  • Sandals Negril Beach Resort & Spa

    From $1,081.50+ (USD)

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

  • The Ritz-Carlton, Cancun

    From $706.00+ (USD)

    Destination: Cancun
    Ocean View King with Balcony. Exclusive $100 OFF per booking.

  • Royalton Punta Cana Resort

    From $717.00+ (USD)

    Destination: Punta Cana
    Luxury. All-In Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $300 resort credit per room.

  • Sheraton Fishermans Wharf Hotel

    From $767.00+ (USD)

    Destination: San Francisco
    Traditional Queen. FREE 3-Day Mid-Size Hertz Car Rental.

  • Riu Plaza Berlin

    From $771.00+ (USD)

    Destination: Berlin
    Deluxe. Daily breakfast included.

  • Casa Marina, A Waldorf Astoria Resort

    From $898.00+ (USD)

    Destination: Key West
    One Bedroom Suite with Balcony. FREE 3-Day Mid-Size Hertz Car Rental.

  • Secrets Cap Cana Resort & Spa

    From $904.00+ (USD)

    Destination: Punta Cana
    Junior Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 in resort coupons per room.

  • Paradisus Playa del Carmen La Perla

    From $657.00+ (USD)

    Destination: Cancun
    Paradisus Junior Suite. Exclusive $100 OFF per booking. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • TRS Yucatan

    From $793.00+ (USD)

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

  • Iberostar Selection Cancun

    From $626.00+ (USD)

    Destination: Cancun
    Double Ocean View. Exclusive $100 OFF per booking. All-Inclusive includes all meals, drinks, snacks, activities and more. $400 in resort credits.

  • Hilton Berlin

    From $1,056.00+ (USD)

    Destination: Berlin
    Two Twins.

  • Grand Hyatt Bogota

    From $724.50+ (USD)

    Destination: Bogota
    Two Double Beds. Daily breakfast included.

  • Sandals Grande St.Lucian Spa & Beach Resort

    From $1,551.00+ (USD)

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

  • JW Marriott Marco Island Beach Resort

    From $761.00+ (USD)

    Destination: Marco Island
    Non Water View Two Queens. FREE 3-Day Mid-Size Hertz Car Rental.

  • Sheraton Maui Resort & Spa

    From $723.00+ (USD)

    Destination: Kaanapali
    Resort View. Exclusive $100 OFF per booking. $20 Dining Credit per room per day.

  • Outrigger Waikiki Beach Resort

    From $754.50+ (USD)

    Destination: Waikiki
    City View King. Exclusive $100 OFF per booking.

  • Secrets Puerto Los Cabos All-Inclusive

    From $790.00+ (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.

  • Hyatt Regency Hong Kong, Tsim Sha Tsui

    From $794.00+ (USD)

    Destination: Hong Kong
    King. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking.

  • Alexandra Resort - All Inclusive

    From $1,408.00+ (USD)

    Destination: Providenciales
    One Bedroom Garden View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking.

  • The Surfjack Hotel & Swim Club

    From $665.50+ (USD)

    Destination: Waikiki
    One Room Bungalow. Exclusive $100 OFF per booking.

  • Best Western Hotel am Spittelmarkt

    From $769.00+ (USD)

    Destination: Berlin
    Standard Two Singles.

  • Hacienda Encantada Resort & Spa

    From $594.00+ (USD)

    Destination: Cabo San Lucas
    Encanto Ocean View Studio. Exclusive $100 OFF per booking.

  • Hotel Mousai

    From $879.50+ (USD)

    Destination: Puerto Vallarta
    Mousai Suite. Exclusive $100 OFF per booking. Daily breakfast included. $60 resort credit per room, per stay.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Panama Jack Resorts Cancun - All Inclusive

    From $523.00+ (USD)

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


  • Hideaway at Royalton Negril

    From $949.50+ (USD)

    Destination: Negril
    Luxury Junior Suite Ocean View. Adults Only. All-In Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $300 resort credit per room.


  • Best Western Seven Seas

    From $308.00+ (USD)

    Destination: San Diego
    Queen. FREE 3-Day Mid-Size Hertz Car Rental.


  • The Club Barbados Resort & Spa

    From $955.00+ (USD)

    Destination: Barbados
    Superior Garden View. Adults Only (16+). All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking.


  • The Royal Hawaiian, a Luxury Collection Resort, Waikiki

    From $856.50+ (USD)

    Destination: Waikiki
    Historic. Exclusive $100 OFF per booking. 15% spa discount. Daily breakfast for two (for 2019 travel only).

Plus sign (+) means taxes and fees are additional

 
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