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 Wailea

    From $772.00+ (USD)

    Destination: Wailea
    Deluxe Garden King. $100 Off Per Booking! Complimentary welcome drink and lei greeting. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Dreams Puerto Aventuras Resort & Spa

    From $535.00+ (USD)

    Destination: Cancun
    Run of House. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Reduced rate. FREE Wi-Fi. Ask about honeymoon amenities.

  • The Cosmopolitan of Las Vegas

    From $236.00+ (USD)

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

  • Waikoloa Beach Marriott Resort & Spa

    From $869.00+ (USD)

    Destination: Kohala Coast
    Garden/Mountain View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Royalton Blue Waters

    From $792.00+ (USD)

    Destination: Montego Bay
    Luxury Junior Suite. All-In Luxury includes all meals, drinks, activities and more. $100 Off per booking. $150 resort credit per room. FREE Wi-Fi.

  • Pulitzer Amsterdam

    From $1,009.00+ (USD)

    Destination: Amsterdam
    Classic. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. Kids 12 & younger stay FREE.

  • H10 London Waterloo

    From $833.00+ (USD)

    Destination: London
    Double. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. 4th night FREE. FREE Wi-Fi.

  • 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.

  • Pacific Resort Aitutaki

    From $2,856.00+ (USD)

    Destination: Aitutaki
    Vacation includes: Roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by Air Rarotonga , 5 nights ac...

  • Tamarindo Diria Beach Resort

    From $936.00+ (USD)

    Destination: Tamarindo
    Standard. Includes daily buffet breakfast included for ALL. FREE Wi-Fi.

  • Grotto Bay Beach Resort

    From $690.00+ (USD)

    Destination: Bermuda
    Superior Ocean View. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. Up to two Kids 16 & younger stay FREE.

  • San Juan Marriott Resort & Stellaris Casino

    From $524.00+ (USD)

    Destination: San Juan
    City View. $100 Off per booking. FREE Wi-Fi and more. Kids 17 & younger stay FREE.

  • Sandals Royal Plantation

    From $1,183.00+ (USD)

    Destination: Ocho Rios
    Marquis Oceanfront Butler Suite. Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%.

  • The Westin Maui Resort & Spa

    From $748.00+ (USD)

    Destination: Kaanapali
    Mountain View. $100 Off Per Booking! Daily breakfast buffet for two. 15% spa discount. Kids 17 & younger stay FREE.

  • Zoetry Agua Punta Cana

    From $1,083.00+ (USD)

    Destination: Punta Cana
    Junior Suite Garden View. Endless Privileges includes all meals, drinks, activities and more. $100 Off per booking. $200 in resort coupons per room. 20 minute per person massage.

  • Sunscape Dominican Beach Punta Cana

    From $529.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View King. Unlimited-Fun includes all meals, drinks, activities and more. $100 Off per booking. $200 in resort coupons per room. Welcome Gift.

  • 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...

  • Le Meridien Tahiti

    From $2,007.00+ (USD)

    Destination: Papeete
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Tahiti in a Deluxe Partial Ocean View Room, and roundtrip airport trans...

  • 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.

  • Hotel Brunelleschi

    From $1,031.00+ (USD)

    Destination: Florence
    Superior Executive. 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.

  • Aulani, A Disney Resort & Spa

    From $1,339.00+ (USD)

    Destination: Oahu
    Island Gardens View. Kids 17 & younger stay FREE.

  • Kaanapali Beach Hotel

    From $646.00+ (USD)

    Destination: Kaanapali
    Garden View. $100 Off Per Booking! Includes buy one activity, get one activity FREE!

  • Fairmont Kea Lani, Maui

    From $913.00+ (USD)

    Destination: Wailea
    Fairmont Suite. $100 Off Per Booking! Complimentary lei greeting and welcome drink. Kids 18 & younger stay FREE.

  • Mukul Beach, Golf & Spa Resort

    From $1,238.00+ (USD)

    Destination: Nicaragua
    Golf and Mountain View Bohio. Includes breakfast for ALL. FREE Wi-Fi. Ask about complimentary roundtrip ground transfers. Kids 12 & younger stay FREE with 2 adults.

  • SAVOY

    From $854.00+ (USD)

    Destination: Rome
    Classic. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. 4th night FREE. Kids 7 & younger stay FREE.

  • Hard Rock Hotel & Casino Punta Cana

    From $1,094.00+ (USD)

    Destination: Punta Cana
    Caribbean Diamond. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. FREE Wi-Fi. Ask about Limitless Resort Credit and Unlimited Golf.

  • 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.

  • 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.

  • The Westin Seattle

    From $477.00+ (USD)

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

  • 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.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Lahaina Shores

    From $525.00+ (USD)

    Destination: Lahaina
    Studio Mountain View. $100 Off Per Booking!


  • JW Marriott Desert Springs Resort & Spa

    From $531.00+ (USD)

    Destination: Palm Desert
    Standard. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. 4th night FREE. Includes a $50 resort credit per room.


  • 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.


  • Sandos Caracol Eco Resort

    From $507.00+ (USD)

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


  • Four Seasons Resort Bora Bora

    From $4,560.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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