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

  • Fiesta Americana Condesa Cancun All Inclusive

    From $490.00+ (USD)

    Destination: Cancun
    Premium Garden View - One King. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking.

  • Dreams Riviera Cancun Resort & Spa

    From $504.00+ (USD)

    Destination: Cancun
    Run of the House. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking. $200 in resort coupons per room.

  • Panama Jack Resorts Cancun

    From $470.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Ask about Kids 12 & younger stay FREE.

  • Fiji Hideaway Resort & Spa

    From $2,100.00+ (USD)

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

  • Sheraton Princess Kaiulani

    From $823.00+ (USD)

    Destination: Waikiki
    Kaiulani. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Reduced rate. Kids 17 & younger stay FREE.

  • Sandals Royal Caribbean Resort & Private Island

    From $979.00+ (USD)

    Destination: Montego Bay
    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.

  • Grand Bahia Principe La Romana

    From $486.00+ (USD)

    Destination: La Romana
    Junior Suite Superior. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. Ask about Honeymoon amenities.

  • Paradisus Punta Cana

    From $668.00+ (USD)

    Destination: Punta Cana
    Paradisus Junior Suite. All-Inclusive includes all meals, drinks, activities and more.

  • The St. Regis Princeville Resort

    From $1,316.00+ (USD)

    Destination: Princeville
    Mountain Garden with Terrace. Kids 17 & younger stay FREE.

  • The Westin Bayshore, Vancouver

    From $1,053.00+ (USD)

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

  • InterContinental Fiji Golf Resort & Spa

    From $3,731.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at InterContinental Fiji Golf Resort & Spa in a King Suite Lagoon View, daily breakfast, me...

  • 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.

  • Moon Palace Jamaica

    From $1,044.00+ (USD)

    Destination: Ocho Rios
    Deluxe Ocean View. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. $500 resort credit per room. FREE airport transfers. Kids 17 & younger stay, play & eat 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.

  • Hotel Mousai

    From $681.00+ (USD)

    Destination: Puerto Vallarta
    Mousai Suite. Adults only. Exclusive $100 Off per booking. Reduced rate.

  • Occidental Tamarindo

    From $809.00+ (USD)

    Destination: Guanacaste
    Superior. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rate.

  • Waikiki Beach Marriott Resort & Spa

    From $1,024.00+ (USD)

    Destination: Waikiki
    City View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Connecting rooms available upon request.

  • Tropica Island Resort

    From $3,375.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tropica Island Resort in a Beachfront Bure, daily breakfast, meet & greet with shell lei...

  • Sheraton Vancouver Wall Centre

    From $818.00+ (USD)

    Destination: Vancouver
    South Tower Traditional View King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $3,926.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Conrad Bora Bora Nui in a Lagoon View Suite, daily breakfast, a 200 Euro Reso...

  • InterContinental Bora Bora Le Moana Resort

    From $2,888.00+ (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...

  • Castaway Island, Fiji

    From $3,446.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Castaway Island, Fiji in an Island View Bure, meet & greet with shell lei and inter-isla...

  • InterContinental Moorea Resort & Spa

    From $3,064.00+ (USD)

    Destination: Moorea
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Moorea Resort & Spa in a Garden Pool Junior Suite Bungalow, two...

  • Mauna Kea Beach Hotel

    From $1,346.00+ (USD)

    Destination: Kohala Coast
    Golf Vista Deluxe. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Pacific Resort Rarotonga

    From $1,568.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$50 Food & Beverage Credit per room per night, daily tropical ...

  • Koloa Landing Resort at Poipu

    From $1,378.00+ (USD)

    Destination: Poipu
    One Bedroom Resort View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Kids 17 & younger stay FREE.

  • The Brando

    From $7,080.00+ (USD)

    Destination: Society Islands
    Vacation includes: Roundtrip airfare on from Papeete on Air Tetiaroa, and 3 nights accommodation in Tetiaroa with all meals (premium items available at an additional charge), 24-hour ...

  • Dreams Las Mareas Costa Rica

    From $925.00+ (USD)

    Destination: Guanacaste
    Junior Suite Double Tropical View. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 in resort coupons per room. FREE Wi-Fi.

  • Alohilani Resort Waikiki Beach

    From $1,019.00+ (USD)

    Destination: Waikiki
    Standard King. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Connecting rooms available upon request.

  • Sheraton Boston Hotel

    From $426.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • The St. Regis New York

    From $1,820.00+ (USD)

    Destination: New York
    Superior. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. FREE Wi-Fi. Kids 11 & younger stay FREE.


  • Crown Beach Resort & Spa

    From $1,622.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a NZ$200 Food & Beverage & Spa credit, daily tropical breakfast fo...


  • Crusoe's Retreat

    From $1,877.00+ (USD)

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


  • Breathless Punta Cana Resort & Spa

    From $693.00+ (USD)

    Destination: Punta Cana
    Allure Junior Suite Tropical King. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 resort coupons per room. FREE Wi-Fi.


  • Luana Waikiki Hotel & Suites

    From $952.00+ (USD)

    Destination: Waikiki
    City View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Reduced rate. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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