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

  • Sandals Negril Beach Resort & Spa

    From $979.00+ (USD)

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

  • Yasawa Island Resort & Spa

    From $4,752.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arrival...

  • InterContinental Moorea Resort & Spa

    From $2,525.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights and daily breakfast, one complimentary 2-course dinner for two at Fare Hana restaurant...

  • The Westin Chicago River North

    From $794.00+ (USD)

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

  • Grand Caribe Belize

    From $959.00+ (USD)

    Destination: Ambergris Caye
    One Bedroom Ocean View.

  • Waikiki Beach Marriott Resort & Spa

    From $738.00+ (USD)

    Destination: Waikiki
    City View. Connecting rooms available upon request. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • InterContinental Tahiti Resort & Spa

    From $2,081.00+ (USD)

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

  • Koloa Landing Resort at Poipu

    From $897.00+ (USD)

    Destination: Poipu
    Resort View Studio. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The Westin Maui Resort & Spa

    From $998.00+ (USD)

    Destination: Kaanapali
    Mountain View. Reduced rates. Kids 17 & younger stay FREE.

  • The St. Regis Bora Bora

    From $4,103.00+ (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.

  • Galley Bay Resort & Spa

    From $1,288.00+ (USD)

    Destination: Antigua
    Deluxe Beachfront. Adults Only (16+). All-Inclusive includes all meals, drinks, activities and more.

  • Dreams Villamagna Nuevo Vallarta

    From $475.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite Tropical w/Jacuzzi Double. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • Barcelo Bavaro Grand Resort

    From $613.00+ (USD)

    Destination: Punta Cana
    Superior. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. $1,000 in resort discount per room.

  • DoubleTree by Hilton Cariari San Jose

    From $563.00+ (USD)

    Destination: San Jose
    Standard. Reduced rates. Daily breakfast. Kids 12 & younger stay FREE.

  • Hotel Le Mahana Huahine

    From $2,152.00+ (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 ...

  • Aston Kaanapali Shores

    From $692.00+ (USD)

    Destination: Kaanapali
    Studio with Kitchen. Reduced rates. Kids 17 & younger stay FREE.

  • JW Marriott Scottsdale Camelback Inn Resort & Spa

    From $448.00+ (USD)

    Destination: Phoenix
    Standard. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.

  • Fiji Hideaway Resort & Spa

    From $1,884.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Fiji Hideaway Resort & Spa in a Frangipani Bure, two FREE nights and daily breakfast, me...

  • Beaches Turks & Caicos Resort Villages & Spa

    From $1,394.00+ (USD)

    Destination: Providenciales
    Caribbean Premium Walkout-King. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $355 Instant Booking Bonus.

  • Hotel Kia Ora Resort & Spa

    From $2,560.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,466.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast, inter-island transportation and all applicable transfers.

  • Maitai Rangiroa

    From $2,139.00+ (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.

  • The Ritz-Carlton, Cancun

    From $796.00+ (USD)

    Destination: Cancun
    Ocean View Double. Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • The Westin New York at Times Square

    From $697.00+ (USD)

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

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $4,343.00+ (USD)

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

  • Tahiti Pearl Beach Resort

    From $1,936.00+ (USD)

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

  • Sheraton Kauai Resort

    From $702.00+ (USD)

    Destination: Poipu
    Garden View. Reduced rates. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Pacific Resort Aitutaki

    From $2,969.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $250 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air Rarotonga , 5 nights acco...

  • Trump International Hotel Waikiki

    From $1,023.00+ (USD)

    Destination: Waikiki
    Superior Studio City View. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Tamanu Beach

    From $2,092.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $250 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air Rarotonga , 5 nights acco...

More

Plus sign (+) means taxes and fees are additional

Packages


  • Beaches Turks & Caicos Resort Villages & Spa

    From $1,394.00+ (USD)

    Destination: Providenciales
    Caribbean Premium Walkout-King. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $355 Instant Booking Bonus.


  • Sandals Royal Barbados

    From $2,003.00+ (USD)

    Destination: Barbados
    Royal Seaside One-Bedroom Ocean Butler Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.


  • Walt Disney World Dolphin

    From $441.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE. Ask about Kids 9 & younger eat FREE.


  • InterContinental Bora Bora Le Moana Resort

    From $3,305.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, one complimentary 2-course dinner for two at Noa Noa res...


  • Sandals South Coast

    From $1,290.00+ (USD)

    Destination: Savanna La Mar
    Beachfront Grande Luxury Club Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

Plus sign (+) means taxes and fees are additional

 
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