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

  • The Meritage Resort and Spa

    From $489.00+ (USD)

    Destination: Napa Valley
    Standard King. Exclusive 3-day FREE mid-size Hertz car rental. Kids 11 & younger stay FREE.

  • Dreams La Romana Resort & Spa

    From $706.00+ (USD)

    Destination: La Romana
    Premium Deluxe Partial Ocean. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room. Ask about special Honeymoon Amenities.

  • 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.

  • The St. Regis Bora Bora Resort

    From $6,253.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in an Overwater Superior Villa, one FREE night, daily brea...

  • Sofitel Bora Bora Marara Beach Resort

    From $2,455.00+ (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, ...

  • Riu Guanacaste

    From $796.00+ (USD)

    Destination: Guanacaste
    Double. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Reduced rate.

  • Sandos Caracol Eco Resort

    From $796.00+ (USD)

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

  • Hyatt Ziva Los Cabos

    From $1,014.00+ (USD)

    Destination: Cabo San Lucas
    Master Double. All-Inclusive includes all meals, drinks, activities and more. Hyatt Gold Passport Point Members are eligible to earn 1,000 points per paid night. FREE Wi-Fi.

  • The St. Regis Punta Mita Resort

    From $1,967.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Garden View. Kids 17 & younger stay FREE.

  • 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.

  • The Confidante - By Hyatt

    From $644.00+ (USD)

    Destination: Miami Beach
    Standard. Exclusive 3-day FREE mid-size Hertz car rental. Reduced rate. Kids 17 & younger stay FREE.

  • Sandals Negril Beach Resort & Spa

    From $1,174.00+ (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.

  • Fiji Hideaway Resort & Spa

    From $1,972.00+ (USD)

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

  • Encore at Wynn Las Vegas

    From $574.00+ (USD)

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

  • The Ritz-Carlton, Grand Cayman

    From $1,295.00+ (USD)

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

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $627.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • Hilton Waikoloa Village

    From $812.00+ (USD)

    Destination: Kohala Coast
    Hale Ike Palace Tower Resort. Kids 18 & younger stay FREE.

  • Riu Playa Blanca

    From $571.00+ (USD)

    Destination: Playa Blanca
    Double Courtyard View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Reduced rate.

  • JW Marriott Cancun Resort & Spa

    From $882.00+ (USD)

    Destination: Cancun
    Ocean King. Kids 16 & younger stay FREE.

  • IBEROSTAR Cancun

    From $843.00+ (USD)

    Destination: Cancun
    Ocean View. All-Inclusive includes all meals, drinks, activities and more.

  • Tabacon Thermal Resort & Spa

    From $897.00+ (USD)

    Destination: Arenal
    Orchid. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. FREE Wi-Fi. Kids 11 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $2,813.00+ (USD)

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

  • Hotel Napoleon Champs Elysees Paris

    From $991.00+ (USD)

    Destination: Paris
    Classic. One child 11 & younger stays FREE.

  • Royale Takitumu

    From $1,872.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $200 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Royale Takitumu in a 1 Bedroom Lagoon View, a welcome tropical breakfast basket ...

  • Wynn Las Vegas

    From $710.00+ (USD)

    Destination: Las Vegas
    Deluxe Resort King. Complimentary self-parking.

  • Omni Cancun Hotel & Villas

    From $1,344.00+ (USD)

    Destination: Cancun
    Lagoon View. All-Inclusive includes all meals, drinks, activities and more.

  • Hotel del Coronado

    From $878.00+ (USD)

    Destination: San Diego
    Victorian No View. Exclusive 3-day FREE mid-size Hertz car rental. Kids 18 & younger stay FREE.

  • Fairmont Southampton

    From $1,330.00+ (USD)

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

  • Gamboa Rainforest Resort

    From $587.00+ (USD)

    Destination: GAMBOA RAINFOREST
    Deluxe River View. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • 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 St. Regis Bora Bora Resort

    From $6,253.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in an Overwater Superior Villa, one FREE night, daily brea...


  • Panama Jack Gran Caribe

    From $739.00+ (USD)

    Destination: Cancun
    Junior Suite. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. FREE Wi-Fi.


  • Hard Rock Hotel Cancun

    From $1,176.00+ (USD)

    Destination: Cancun
    Deluxe Gold King. All-Inclusive includes all meals, drinks, activities and more. Ask about unlimited golf.


  • Sandos Caracol Eco Resort

    From $796.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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