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 New York at Times Square Hotel

    From $879.00+ (USD)

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

  • Azul Beach Resort Riviera Maya, by Karisma

    From $946.00+ (USD)

    Destination: Cancun
    Deluxe. All-Inclusive includes all meals, drinks, activities and more. $1000 resort credit per room. Ask complimentary upgrade.

  • Maitai Rangiroa

    From $2,271.00+ (USD)

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

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,198.00+ (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.

  • The Westin New York at Times Square

    From $896.00+ (USD)

    Destination: New York
    Traditional/One Bedroom. 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.

  • Sandals Negril Beach Resort & Spa

    From $1,200.00+ (USD)

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

  • 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.

  • The Westin Michigan Avenue

    From $462.00+ (USD)

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

  • Hard Rock Hotel Riviera Maya- Heaven

    From $903.00+ (USD)

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

  • H10 Art Gallery

    From $722.00+ (USD)

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

  • 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.

  • 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.

  • The St. Regis Princeville Resort

    From $1,337.00+ (USD)

    Destination: Princeville
    Mountain/Garden View. Best Offers from Marriott Hawaii! Kids 17 & younger stay FREE.

  • 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.

  • Sandals Ochi Beach Resort

    From $975.00+ (USD)

    Destination: Ocho Rios
    Riviera Bamboo Grove Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Aston Waikiki Beach Hotel

    From $589.00+ (USD)

    Destination: Waikiki
    Standard. Kids 17 & younger stay FREE.

  • The Westin Puntacana Resort & Club

    From $756.00+ (USD)

    Destination: Punta Cana
    Traditional. Kids 12 & younger stay FREE.

  • Secrets Papagayo Costa Rica

    From $1,225.00+ (USD)

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

  • Outrigger Fiji Beach Resort

    From $1,596.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 5 nights accommodation at Outrigger Fiji Beach Resort in a Superior Resort View Room, one family pass to Outrigger...

  • Tamanu Beach

    From $2,032.00+ (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...

  • Coco Beach

    From $955.00+ (USD)

    Destination: Ambergris Caye
    Hotel. Exclusive reduced rate. Kids 12 & younger stay FREE. Complimentary use of kayaks, paddle boards, and paddle boats.

  • Parco dei Principi Grand Hotel & Spa

    From $1,308.00+ (USD)

    Destination: Rome
    Superior. Includes daily buffet breakfast. Includes 4th night FREE.

  • The Westin Bayshore, Vancouver

    From $516.00+ (USD)

    Destination: Vancouver
    City View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Kids 12 & younger stay FREE.

  • Vahine Island - Private Island Resort

    From $3,206.00+ (USD)

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

  • Sofitel Bora Bora Marara Beach Resort

    From $2,744.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Bora Bora Marara Beach Resort in an Superior Garden Bungalow, daily break...

  • Barcelo Aruba

    From $1,045.00+ (USD)

    Destination: Aruba
    Deluxe Lani Garden View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room.

  • Castle Molokai Shores

    From $863.00+ (USD)

    Destination: Molokai
    One Bedroom Ocean View. Kids 17 & younger stay FREE.

  • 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...

  • Raiatea Lodge Hotel

    From $2,172.00+ (USD)

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

  • Melia Nassau Beach All Inclusive

    From $815.00+ (USD)

    Destination: Cable Beach
    Classic Island View. All-Inclusive includes all meals, drinks, activities and more. Welcome gift. FREE Wi-Fi.

More

Plus sign (+) means taxes and fees are additional

Packages


  • The Westin Maui Resort & Spa

    From $804.00+ (USD)

    Destination: Kaanapali
    Mountain View. Best Offers from Marriott Hawaii! Daily breakfast buffet for two. 15% spa discount. Kids 17 & younger stay FREE.


  • Sheraton Vistana Resort Villas

    From $294.00+ (USD)

    Destination: Orlando
    One Bedroom Villa. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. 3rd night FREE. FREE Wi-Fi.


  • 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, ...


  • Hotel Kia Ora Resort & Spa

    From $2,695.00+ (USD)

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


  • DoubleTree by Hilton Cariari San Jose

    From $576.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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