• 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

  • Alohilani Resort Waikiki Beach

    From $740.00+ (USD)

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

  • Melia Sevilla

    From $647.00+ (USD)

    Destination: Seville
    Melia. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. One child 10 & younger stays FREE.

  • Encore at Wynn Las Vegas

    From $405.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. Includes daily buffet breakfast for 2. Complimentary self-parking.

  • Sandals Royal Bahamian Spa Resort & Offshore Island

    From $1,195.00+ (USD)

    Destination: Cable Beach
    Balmoral Premium. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $1,000 Instant Booking Bonus.

  • Hyatt Ziva Cancun

    From $955.00+ (USD)

    Destination: Cancun
    Resort View Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Aston Waikiki Sunset

    From $639.00+ (USD)

    Destination: Waikiki
    One Bedroom Superior. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,411.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, two FREE nights, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (...

  • Sheraton Fisherman's Wharf

    From $456.00+ (USD)

    Destination: San Francisco
    Traditional King. Exclusive 3-day FREE mid-size Hertz car rental. 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.

  • Aruba Marriott Resort & Stellaris Casino

    From $834.00+ (USD)

    Destination: Aruba
    Limited View. FREE Wi-Fi. Ask about Kids stay FREE.

  • Melia Berlin

    From $748.00+ (USD)

    Destination: Berlin
    Melia. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. Kids 11 & younger stay 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.

  • Maitai Rangiroa

    From $2,209.00+ (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.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,574.00+ (USD)

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

  • Grand Hyatt Playa del Carmen

    From $732.00+ (USD)

    Destination: Cancun
    Grand King. Kids 12 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $3,223.00+ (USD)

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

  • Riu Palace Riviera Maya

    From $703.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Jewel Runaway Bay Beach & Golf Resort

    From $815.00+ (USD)

    Destination: Montego Bay
    Premier. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. Up to two Kids 14 & younger stay FREE. Complimentary roundtrip airport transfers.

  • Maitai Polynesia Bora Bora

    From $1,961.00+ (USD)

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

  • Tahiti Pearl Beach Resort

    From $1,906.00+ (USD)

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

  • Le Taha'a Island Resort & Spa

    From $4,002.00+ (USD)

    Destination: Tahaa
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, two FREE nights, daily bre...

  • Outrigger Waikiki Beach Resort

    From $726.00+ (USD)

    Destination: Waikiki
    City View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Si Como No, Spa & Wildlife Refuge

    From $685.00+ (USD)

    Destination: Puntarenas
    Superior. Includes buffet breakfast for ALL. Complimentary shuttle service to the beach and National Park. FREE entrance to Wildlife Refuge Butterfly Gardens. FREE Wi-Fi.

  • Sandals Halcyon Beach Resort & Spa

    From $1,474.00+ (USD)

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

  • Grand Velas Riviera Maya

    From $1,515.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • InterContinental Tahiti Resort & Spa

    From $2,188.00+ (USD)

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

  • Sofitel Fiji Resort & Spa

    From $2,047.00+ (USD)

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

  • Sandals Barbados

    From $1,640.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Aitutaki Lagoon Resort & Spa

    From $2,873.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $200 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by A...

More

Plus sign (+) means taxes and fees are additional

Packages

  • Alohilani Resort Waikiki Beach

    From $740.00+ (USD)

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

  • Melia Sevilla

    From $647.00+ (USD)

    Destination: Seville
    Melia. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. One child 10 & younger stays FREE.

  • Encore at Wynn Las Vegas

    From $405.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. Includes daily buffet breakfast for 2. Complimentary self-parking.

  • Sandals Royal Bahamian Spa Resort & Offshore Island

    From $1,195.00+ (USD)

    Destination: Cable Beach
    Balmoral Premium. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $1,000 Instant Booking Bonus.

  • Hyatt Ziva Cancun

    From $955.00+ (USD)

    Destination: Cancun
    Resort View Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Aston Waikiki Sunset

    From $639.00+ (USD)

    Destination: Waikiki
    One Bedroom Superior. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,411.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, two FREE nights, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (...

  • Sheraton Fisherman's Wharf

    From $456.00+ (USD)

    Destination: San Francisco
    Traditional King. Exclusive 3-day FREE mid-size Hertz car rental. 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.

  • Aruba Marriott Resort & Stellaris Casino

    From $834.00+ (USD)

    Destination: Aruba
    Limited View. FREE Wi-Fi. Ask about Kids stay FREE.

  • Melia Berlin

    From $748.00+ (USD)

    Destination: Berlin
    Melia. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. Kids 11 & younger stay 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.

  • Maitai Rangiroa

    From $2,209.00+ (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.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,574.00+ (USD)

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

  • Grand Hyatt Playa del Carmen

    From $732.00+ (USD)

    Destination: Cancun
    Grand King. Kids 12 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $3,223.00+ (USD)

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

  • Riu Palace Riviera Maya

    From $703.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Jewel Runaway Bay Beach & Golf Resort

    From $815.00+ (USD)

    Destination: Montego Bay
    Premier. All-Inclusive includes all meals, drinks, activities and more. $100 Off per booking. Up to two Kids 14 & younger stay FREE. Complimentary roundtrip airport transfers.

  • Maitai Polynesia Bora Bora

    From $1,961.00+ (USD)

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

  • Tahiti Pearl Beach Resort

    From $1,906.00+ (USD)

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

  • Le Taha'a Island Resort & Spa

    From $4,002.00+ (USD)

    Destination: Tahaa
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, two FREE nights, daily bre...

  • Outrigger Waikiki Beach Resort

    From $726.00+ (USD)

    Destination: Waikiki
    City View. $100 Off Per Booking! Kids 17 & younger stay FREE.

  • Si Como No, Spa & Wildlife Refuge

    From $685.00+ (USD)

    Destination: Puntarenas
    Superior. Includes buffet breakfast for ALL. Complimentary shuttle service to the beach and National Park. FREE entrance to Wildlife Refuge Butterfly Gardens. FREE Wi-Fi.

  • Sandals Halcyon Beach Resort & Spa

    From $1,474.00+ (USD)

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

  • Grand Velas Riviera Maya

    From $1,515.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. Beyond All-Inclusive, Beyond All Compare includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • InterContinental Tahiti Resort & Spa

    From $2,188.00+ (USD)

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

  • Sofitel Fiji Resort & Spa

    From $2,047.00+ (USD)

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

  • Sandals Barbados

    From $1,640.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Aitutaki Lagoon Resort & Spa

    From $2,873.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $200 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by A...

More

Plus sign (+) means taxes and fees are additional

Packages


  • Grand Bahia Principe Coba

    From $508.00+ (USD)

    Destination: Cancun
    Junior Suite Superior. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Ask about honeymoon amenities.


  • Luxury Residences Hotel at Villa del Palmar Cancun

    From $1,197.00+ (USD)

    Destination: Cancun
    One Bedroom Residential Garden View. Exclusive $100 Off per booking. FREE Wi-Fi. Includes private butler service assigned to your room. Ask about welcome amenities.


  • Mauna Lani Bay Hotel & Bungalows

    From $944.00+ (USD)

    Destination: Kohala Coast
    Standard. $100 Off Per Booking! Complimentary welcome drink and lei greeting. Kids 17 & younger stay FREE.


  • Tokoriki Island Resort

    From $4,411.00+ (USD)

    Destination: Fiji
    Vacation includes: $300 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tokoriki Island Resort in a Sunset Pool Villa, a FJ$250 resort credit per bure, a big B...


  • Tamanu Beach

    From $1,902.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $200 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by A...

Plus sign (+) means taxes and fees are additional

 
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