• Pleasant Holidays

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

  • Sheraton Princess Kaiulani

    From $719.00+ (USD)

    Destination: Waikiki
    Partial Ocean View. Kids 17 & younger stay FREE.

  • Hyatt Centric New York Times Square

    From $795.00+ (USD)

    Destination: New York
    Deluxe King. Exclusive $50 activity credit per booking. FREE Wi-Fi. Ask about Kids stay FREE.

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,230.00+ (USD)

    Destination: Ocho Rios
    Caribbean Luxury Family Suite-King. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

  • Encore at Wynn Las Vegas

    From $371.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. $100 resort credit. Complimentary self-parking. Ask about $200 resort credit for 5 nights or more.

  • The Westin Maui Resort & Spa

    From $841.00+ (USD)

    Destination: Kaanapali
    Mountain View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Daily breakfast buffet for two. 15% spa discount.

  • Hotel Goldener Hirsch, A Luxury Collection Hotel

    From $1,382.00+ (USD)

    Destination: Salzburg
    Festival Wing. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.

  • St. Kitts Marriott Resort & The Royal Beach Casino

    From $1,022.00+ (USD)

    Destination: St. Kitts
    Garden View. Kids 12 & younger stay FREE.

  • Occidental Punta Cana

    From $674.00+ (USD)

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

  • DoubleTree by Hilton Cariari San Jose

    From $522.00+ (USD)

    Destination: San Jose
    Standard. Includes buffet breakfast. Kids 12 & under stay FREE.

  • The Venetian

    From $354.00+ (USD)

    Destination: Las Vegas
    Venetian Luxury Suite. Exclusive reduced rate. Complimentary valet and self-parking. Kids 12 & younger stay FREE.

  • The LINQ Hotel and Casino

    From $198.00+ (USD)

    Destination: Las Vegas
    Deluxe King. Exclusive $50 activity credit per booking.

  • Las Terrazas Resort

    From $1,286.00+ (USD)

    Destination: Ambergris Caye
    One Bedroom Resort View Residences. Reduced Rate. Kids 12 & younger eat FREE. FREE Wi-Fi.

  • Sandos Playacar Beach Resort

    From $548.00+ (USD)

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

  • Secrets Capri Riviera Cancun

    From $629.00+ (USD)

    Destination: Cancun
    Preferred Club Deluxe Tropical Double. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. $200 resort coupon per room.

  • Vedema, A Luxury Collection Resort

    From $1,196.00+ (USD)

    Destination: Santorini
    Dorian Suite. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast. Complimentary bottle of Santorinian wine upon arrival. FREE Wi-Fi.

  • Caribe Hilton San Juan

    From $626.00+ (USD)

    Destination: San Juan
    Tower King Bed with Balcony. FREE Wi-Fi, beach activities and more. Kids 18 & younger stay FREE.

  • The St. Regis Princeville Resort

    From $1,322.00+ (USD)

    Destination: Princeville
    Mountain/Garden View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • The Ritz-Carlton, St. Thomas

    From $1,149.00+ (USD)

    Destination: St. Thomas
    Resort View - King Bed. Ask about Kids stay FREE.

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,587.00+ (USD)

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

  • Doubletree Resort by Hilton Central Pacific

    From $630.00+ (USD)

    Destination: Puntarenas
    Standard. All-Inclusive includes all meals, drinks, activities and more.

  • Hyatt Zilara Rose Hall

    From $1,028.00+ (USD)

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

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,029.00+ (USD)

    Destination: Kaanapali
    Studio Island View. Includes FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Sandals Royal Caribbean Resort & Private Island

    From $1,131.00+ (USD)

    Destination: Montego Bay
    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.

  • Los Suenos Marriott Ocean & Golf Resort

    From $682.00+ (USD)

    Destination: Herradura
    Rainforest View King. Includes daily breakfast for ALL. Kids 12 & younger stay FREE.

  • The Royal Towers - Atlantis, Paradise Island

    From $834.00+ (USD)

    Destination: Paradise Island
    Royal Tower Terrace View. Kids 11 & younger stay FREE. Ask about the All-Inclusive Experience.

  • Hyatt Regency Aruba Resort, Spa & Casino

    From $867.00+ (USD)

    Destination: Aruba
    Guest. Exclusive reduced rate. FREE Wi-Fi. Kids 18 & younger stay FREE.

  • Grand Fiesta Americana Puerto Vallarta All Inclusive Adults Only

    From $513.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite King. Adults only. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Ask about FREE massage.

  • Sandals LaSource Grenada Resort & Spa

    From $1,815.00+ (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.

  • Caesars Palace

    From $296.00+ (USD)

    Destination: Las Vegas
    Forum Classic King Non-Smoking. Exclusive $50 activity credit per booking.

  • Renaissance Aruba Resort & Casino

    From $652.00+ (USD)

    Destination: Aruba
    Resort. FREE Wi-Fi. Ask about Kids 12 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Vedema, A Luxury Collection Resort

    From $1,196.00+ (USD)

    Destination: Santorini
    Dorian Suite. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast. Complimentary bottle of Santorinian wine upon arrival. FREE Wi-Fi.


  • Sandals Royal Caribbean Resort & Private Island

    From $1,131.00+ (USD)

    Destination: Montego Bay
    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.


  • Sheraton Puerto Rico Hotel & Casino

    From $520.00+ (USD)

    Destination: San Juan
    Traditional King. FREE Wi-Fi. Kids 17 & younger stay FREE.


  • Secrets Papagayo Costa Rica

    From $945.00+ (USD)

    Destination: Guanacaste
    Bungalow Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room.


  • Melia White House London

    From $887.00+ (USD)

    Destination: London
    Classic King. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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