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

  • Sandos Caracol Eco Resort

    From $583.00+ (USD)

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

  • Sandals Barbados

    From $1,386.00+ (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.

  • Sheraton Kauai Resort

    From $992.00+ (USD)

    Destination: Poipu
    Garden View. Kids 17 & younger stay FREE.

  • InterContinental Tahiti Resort & Spa

    From $2,031.00+ (USD)

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

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,656.00+ (USD)

    Destination: Exuma
    Beach House Luxury Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Royalton White Sands

    From $807.00+ (USD)

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

  • Sheraton Maria Isabel Hotel & Towers

    From $603.00+ (USD)

    Destination: Mexico City
    Classic Section. FREE bike rentals.

  • Castle Molokai Shores

    From $730.00+ (USD)

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

  • Lahaina Shores

    From $595.00+ (USD)

    Destination: Lahaina
    Studio Mountain View.

  • Sheraton Princess Kaiulani

    From $617.00+ (USD)

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

  • Aston Mahana at Kaanapali

    From $863.00+ (USD)

    Destination: Kaanapali
    Oceanfront Studio. FREE parking. Kids 17 & younger stay FREE.

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $1,137.00+ (USD)

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

  • The Westin Princeville Ocean Resort Villas

    From $992.00+ (USD)

    Destination: Princeville
    Island View Deluxe Studio. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Hilton Dublin Kilmainham

    From $1,013.00+ (USD)

    Destination: Dublin
    Twin. Reduced rate. FREE Wi-Fi.

  • Palm Grove

    From $1,338.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.

  • The St. Regis Bora Bora

    From $4,059.00+ (USD)

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

  • Grand Velas Riviera Maya

    From $1,425.00+ (USD)

    Destination: Cancun
    Zen Grand Suite. All-Inclusive includes all meals, drinks, activities and more. Includes a $50 spa credit per adult, per night. FREE Wi-Fi.

  • The Ritz-Carlton, Grand Cayman

    From $1,295.00+ (USD)

    Destination: Grand Cayman
    Garden View - King Bed. Ask about Kids stay FREE.

  • Paradisus Playa del Carmen La Esmeralda

    From $895.00+ (USD)

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

  • Palazzo Sant'Angelo sul Canal Grande

    From $804.00+ (USD)

    Destination: Venice
    Classic. Includes daily buffet breakfast. 3rd night FREE. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • Sandals Royal Plantation

    From $1,261.00+ (USD)

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

  • Yasawa Island Resort & Spa

    From $3,853.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 6 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, one complimentary bottle of champ...

  • Four Seasons Resort Lana'i

    From $2,669.00+ (USD)

    Destination: Lanai
    Garden View. Complimentary Pilialoha's children's program. FREE self and valet parking. Kids 18 & younger stay FREE.

  • Sandals Royal Caribbean Resort & Private Island

    From $1,229.00+ (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.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,995.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $600 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Bora Bora Marara Beach Resort in an Overwater Bungalow, daily breakfast f...

  • Fairmont Southampton

    From $1,330.00+ (USD)

    Destination: Bermuda
    Moderate King. Kids 18 & younger stay FREE.

  • Arenal Kioro Suites & Spa

    From $993.00+ (USD)

    Destination: Arenal
    Suite. Includes daily buffet breakfast. Exclusive $100 Off per booking. FREEentry to Kioro Thermal Waters.

  • Koro Sun Resort & Rainforest Spa

    From $2,728.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Savusavu on Fiji Airways operated by Fiji Link, 5 nights accommodation, daily contin...

  • Royal Kona Resort

    From $611.00+ (USD)

    Destination: Kailua-Kona
    Standard. Kids 17 & younger stay FREE.

  • The Waldorf Hilton, London

    From $1,096.00+ (USD)

    Destination: London
    Queen Guest. Reduced rate.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Hotel Le Mahana Huahine

    From $2,120.00+ (USD)

    Destination: Huahine
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Huahine, daily breakfast and 2-course dinner, roundtrip inter-island air on Air Tahiti and roundtrip airport ...


  • Si Como No Resort, Spa & Wildlife Refuge

    From $809.00+ (USD)

    Destination: Puntarenas
    Superior. Includes daily breakfast. Exclusive $100 Off per booking. FREE entry to Wildlife Refuge Butterfly Gardens. FREE Wi-Fi. FREEshuttle service to the beach and National Park.


  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $749.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, snacks, activities and more.


  • Hyatt Regency Mission Bay Spa & Marina

    From $410.00+ (USD)

    Destination: San Diego
    Garden King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 15 & younger stay FREE. FREE shuttle to Mission Beach.


  • H10 London Waterloo

    From $913.00+ (USD)

    Destination: London
    Double. Includes buffet breakfast for ALL. 4th night FREE. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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