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

  • Sunscape Bavaro Beach Punta Cana

    From $672.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View King. Unlimited-Fun includes all meals, drinks, activities and more. $200 in resort coupons per room. Ask about 50% Off per booking and Kids stay FREE offers.

  • Hyatt Ziva Los Cabos

    From $777.00+ (USD)

    Destination: Cabo San Lucas
    Pool View Master Double. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • H10 Art Gallery

    From $722.00+ (USD)

    Destination: Barcelona
    Double. Reduced rate. Includes daily buffet breakfast. FREE Wi-Fi.

  • The St. Regis Bora Bora Resort

    From $5,142.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in a Reefside Garden Villa With Pool, one FREE night, dail...

  • Sofitel Bora Bora Marara Beach Resort

    From $2,376.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, unlimited Internet (Wi-Fi) and mini-bar refilled daily (2 soft drinks, ...

  • Sheraton Universal Hotel

    From $490.00+ (USD)

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

  • Waldrof Astoria Berlin

    From $1,050.00+ (USD)

    Destination: Berlin
    King Deluxe. Reduced rate. One child 17 & younger stays FREE.

  • Hard Rock Hotel Riviera Maya- Hacienda

    From $847.00+ (USD)

    Destination: Cancun
    Deluxe Gold King. All-Inclusive includes all meals, drinks, activities and more. $500 Limitless Resort Credit per room. FREE Wi-Fi. Ask about Unlimited Golf. Ask about kids stay and eat FREE.

  • El Establo - Mountain Hotel & Private Reserve

    From $1,046.00+ (USD)

    Destination: Monteverde
    Deluxe. Includes daily breakfast.

  • Matachica Resort & Spa

    From $904.00+ (USD)

    Destination: Ambergris Caye
    Sea Breeze Bungalow. Includes continental breakfast.

  • Sandals Montego Bay

    From $1,180.00+ (USD)

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

  • Sheraton Seattle Hotel

    From $434.00+ (USD)

    Destination: Seattle
    Deluxe King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Kids 17 & younger stay FREE. FREE Wi-Fi.

  • Tahiti Pearl Beach Resort

    From $1,892.00+ (USD)

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

  • Sunset Resort Rarotonga

    From $1,333.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical breakfast, one FREE night, free late check-out based on availability at time of check-out, an...

  • Secrets Capri Riviera Cancun

    From $870.00+ (USD)

    Destination: Cancun
    Preferred Club Junior Suite Tropical Double. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more.

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $1,149.00+ (USD)

    Destination: Grand Cayman
    Island View - King. FREE Wi-Fi, non-motorized watersports and more. Kids 17 & younger stay FREE.

  • Riu Palace Antillas

    From $1,462.00+ (USD)

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

  • Andaz Peninsula Papagayo Resort, Costa Rica

    From $1,205.00+ (USD)

    Destination: Guanacaste
    King. Kids 11 & younger stay FREE.

  • Sheraton Waikiki

    From $801.00+ (USD)

    Destination: Waikiki
    Standard. Best Offers from Marriott Hawaii! Kids 17 & younger stay FREE.

  • Sandos Cancun Lifestyle Resort

    From $988.00+ (USD)

    Destination: Cancun
    Superior. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • The St. Regis Bora Bora

    From $3,920.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, and a 25,000xpf resort credit per villa per stay, roundtrip int...

  • Hyatt Regency Waikiki Beach Resort and Spa

    From $791.00+ (USD)

    Destination: Waikiki
    Waikiki City View. Kids 18 & younger stay FREE.

  • Finest Playa Mujeres by Excellence Group

    From $1,428.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more.

  • Maitai Lapita Village Huahine

    From $2,150.00+ (USD)

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

  • Outrigger Waikiki Beach Resort

    From $855.00+ (USD)

    Destination: Waikiki
    City View. Kids 17 & younger stay FREE.

  • Castaway Island, Fiji

    From $2,542.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 5 nights accommodation at Castaway Island, Fiji in an Island View Bure, one complimentary transfer for two to Clou...

  • 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.

  • Manava Suite Resort Tahiti

    From $2,041.00+ (USD)

    Destination: Papeete
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Manava Suite Resort Tahiti in a Garden Suite, and roundtrip airport transfers.

  • InterContinental Fiji Golf Resort & Spa

    From $1,969.00+ (USD)

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

  • InterContinental Tahiti Resort & Spa

    From $2,169.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sheraton New Orleans Hotel

    From $521.00+ (USD)

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


  • Dreams Riviera Cancun Resort & Spa

    From $736.00+ (USD)

    Destination: Cancun
    Run of House. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Ask about honeymoon amenities. Ask about 50% Off per booking and Kids stay FREE offers.


  • Fiji Hideaway Resort & Spa

    From $1,670.00+ (USD)

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


  • San Clemente Palace Kempinski

    From $1,383.00+ (USD)

    Destination: Venice
    Superior. Includes daily buffet breakfast. FREE Wi-Fi. Reduced rate. Children 12 & younger stay FREE. Complimentary boat shuttle service.


  • Hyatt Regency Waikiki Beach Resort and Spa

    From $791.00+ (USD)

    Destination: Waikiki
    Waikiki City View. Kids 18 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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