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 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.

  • Sandals LaSource Grenada Resort & Spa

    From $1,590.00+ (USD)

    Destination: Grenada
    Pink Gin Grande Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $1,000 Instant Booking Bonus.

  • Grand Caribe Belize

    From $959.00+ (USD)

    Destination: Ambergris Caye
    One Bedroom Ocean View.

  • Le Meridien Bora Bora

    From $2,868.00+ (USD)

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

  • 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...

  • Kauai Marriott Resort

    From $913.00+ (USD)

    Destination: Lihue
    Garden View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. $50.00 food & beverage credit per room per stay.

  • 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.

  • Manava Beach Resort & Spa รป Moorea

    From $1,964.00+ (USD)

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

  • Sandals Montego Bay

    From $1,056.00+ (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.

  • Le Meridien Tahiti

    From $2,154.00+ (USD)

    Destination: Papeete
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Tahiti in a Deluxe Partial Ocean View Room, and roundtrip airport trans...

  • Palm Grove

    From $1,258.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.

  • Costa Rica Marriott

    From $807.00+ (USD)

    Destination: San Jose
    Deluxe. Daily breakfast. Kids 11 & younger stay FREE.

  • Excellence El Carmen

    From $728.00+ (USD)

    Destination: Punta Cana
    Junior Suite Pool View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • InterContinental Tahiti Resort & Spa

    From $2,796.00+ (USD)

    Destination: Papeete
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the InterContinental Tahiti Resort & Spa in a Panoramic Garden Room, and roundtrip ...

  • 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.

  • 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...

  • 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...

  • Sunshine Suites Resort

    From $802.00+ (USD)

    Destination: Grand Cayman
    Studio. FREE Grab-n-Go continental breakfast daily. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Sunscape Splash Montego Bay

    From $581.00+ (USD)

    Destination: Montego Bay
    Deluxe King. Unlimited-Fun includes all meals, drinks, snacks, actvities and more. $200 resort coupon per room.

  • InterContinental Moorea Resort & Spa

    From $2,657.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, one 6 dive package per person, roundtrip inter-island transportation...

  • Dreams Playa Mujeres Golf & Spa Resort

    From $586.00+ (USD)

    Destination: Cancun
    Junior Suite Garden View King. 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.

  • Barcelo San Jose

    From $608.00+ (USD)

    Destination: San Jose
    Superior. Daily breakfast. Kids 12 & younger stay FREE.

  • InterContinental Moorea Resort & Spa

    From $1,989.00+ (USD)

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

  • The Ritz-Carlton, Kapalua

    From $1,468.00+ (USD)

    Destination: Kahana
    Deluxe. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Reduced rate. Ask about kids 5 & younger eat FREE off kids menu.

  • Tikehau Pearl Beach Resort

    From $2,929.00+ (USD)

    Destination: Tikehau
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Tikehau Pearl Beach Resort in an Overwater Bungalow, daily breakfast for two, round...

  • Alexandra Resort

    From $1,502.00+ (USD)

    Destination: Providenciales
    Studio Garden View. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Grand Hyatt Playa del Carmen

    From $542.00+ (USD)

    Destination: Cancun
    Grand King. Exclusive $100 Off per booking. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • Kaanapali Alii

    From $1,288.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Complimentary parking. No resort fees.

  • Fairmont Southampton

    From $909.00+ (USD)

    Destination: Bermuda
    Moderate King. 3rd night FREE. Kids 18 & younger stay FREE.

  • Victoria House

    From $959.00+ (USD)

    Destination: Ambergris Caye
    State. Daily breakfast. FREE Wi-Fi.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Washington Marriott Georgetown

    From $483.00+ (USD)

    Destination: Washington, DC
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.


  • Sheraton Universal Hotel

    From $494.00+ (USD)

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


  • Moana Surfrider, A Westin Resort & Spa

    From $1,096.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Book 5 nights and receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Complimentary lei greeting & welcome Moana Elixir.


  • The Westin Los Cabos Resort Villas & Spa

    From $513.00+ (USD)

    Destination: Cabo San Lucas
    Studio Villa. Exclusive $100 Off per booking. Kids 17 & younger stay FREE.


  • Sunscape Splash Montego Bay

    From $581.00+ (USD)

    Destination: Montego Bay
    Deluxe King. Unlimited-Fun includes all meals, drinks, snacks, actvities and more. $200 resort coupon per room.

Plus sign (+) means taxes and fees are additional

 
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