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

  • Occidental at Xcaret Destination

    From $488.00+ (USD)

    Destination: Cancun
    Grand Concierge Deluxe. 24-hour All-Inclusive includes all meals, drinks, snacks, activities and more. $500 resort discount per room. Ask about Honeymoon amenities.

  • Dreams Las Mareas Costa Rica

    From $1,135.00+ (USD)

    Destination: Guanacaste
    Preferred Club Junior Suite Tropical Double. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $400 resort coupon per room.

  • Walt Disney World Swan

    From $618.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Reduced rates. Kids 12 & younger stay FREE. Ask about exclusive Disney benefits.

  • Sandals Montego Bay

    From $1,142.00+ (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.

  • Sandals Royal Plantation

    From $2,213.00+ (USD)

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

  • Hotel Kia Ora Resort & Spa

    From $2,586.00+ (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.

  • Riu Palace Las Americas

    From $841.00+ (USD)

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

  • H10 Villa de la Reina

    From $825.00+ (USD)

    Destination: Madrid
    Double. Includes buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. FREE Wi-Fi. Ask about Honeymoon amenities.

  • Hacienda Encantada Resort & Spa

    From $616.00+ (USD)

    Destination: Cabo San Lucas
    Luxury Suite. Ask about Honeymoon amenities. FREE shuttle service to and from downtown.

  • Secrets Maroma Beach Riviera Cancun

    From $929.00+ (USD)

    Destination: Cancun
    Junior Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. $200 resort coupon per room.

  • Fairway Villas Waikoloa BY OUTRIGGER

    From $575.00+ (USD)

    Destination: Kailua-Kona
    Two Bedroom Golf View and Loft. FREE parking. Kids 17 & younger stay FREE.

  • Kaanapali Alii

    From $1,297.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. FREE 3 Day ECONOMY Car! FREE Parking.

  • Sofitel Bora Bora Private Island

    From $3,630.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $600 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Bora Bora Private Island in a Luxury Lodge Bungalow Lagoon View, daily br...

  • Sofitel Bora Bora Marara Beach Resort

    From $2,682.00+ (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, ...

  • Sofitel Legend The Grand Amsterdam

    From $1,544.00+ (USD)

    Destination: Amsterdam
    Superior Twin. Includes daily buffet breakfast for ALL adults. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. FREE Wi-Fi.

  • Manava Suite Resort Tahiti

    From $1,709.00+ (USD)

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

  • Vedema, A Luxury Collection Resort

    From $1,340.00+ (USD)

    Destination: Santorini
    Dorian Suite. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Includes a welcome basket. FREE Wi-Fi.

  • Le Meridien Bora Bora

    From $3,170.00+ (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...

  • Sunscape Dominican Beach Punta Cana

    From $519.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View King. Unlimited-Fun includes all meals, drinks, snacks, activities and more. $200 resort coupon per room.

  • Conrad Bora Bora Nui

    From $3,394.00+ (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.

  • Sunscape Splash Montego Bay

    From $677.00+ (USD)

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

  • Sheraton Vistana Resort Villas

    From $397.00+ (USD)

    Destination: Orlando
    One Bedroom Villa. Reduced rate. FREE parking and shuttle service to theme parks.

  • Tikehau Pearl Beach Resort

    From $3,311.00+ (USD)

    Destination: Tikehau
    Vacation includes: $600 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...

  • Tamarijn Aruba All Inclusive

    From $1,148.00+ (USD)

    Destination: Aruba
    Deluxe Oceanfront. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Ask about Kids stay FREE.

  • Sea Change Villas

    From $1,643.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, a complimentary 200MB WiFi voucher and a complimentary late check-...

  • Outrigger Waikiki Beach Resort

    From $947.00+ (USD)

    Destination: Waikiki
    City View King. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,409.00+ (USD)

    Destination: Moorea
    Vacation includes: $600 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

  • Hotel Castello di Casole

    From $1,981.00+ (USD)

    Destination: Florence
    Suite Classica. Includes breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. FREE Wi-Fi. FREE valet parking.

  • Aston at the Waikiki Banyan

    From $727.00+ (USD)

    Destination: Waikiki
    One Bedroom Standard. Kids 17 & younger stay FREE.

  • InterContinental Tahiti Resort & Spa

    From $2,707.00+ (USD)

    Destination: Papeete
    Vacation includes: $600 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 ...

More

Plus sign (+) means taxes and fees are additional

Packages


  • Lahaina Shores

    From $705.00+ (USD)

    Destination: Lahaina
    Studio Mountain View. FREE 3 Day ECONOMY Car!


  • Royalton Riviera Cancun Resort & Spa

    From $743.00+ (USD)

    Destination: Cancun
    Luxury Suite Ocean with Terrace Jacuzzi. Exclusive All-In Luxury includes all meals, drinks, snacks, activities and more. FREE Wi-Fi. $150 resort credit per room.


  • Hyatt Regency Aruba Resort, Spa & Casino

    From $1,078.00+ (USD)

    Destination: Aruba
    Guest. FREE Wi-Fi. Kids 18 & younger stay FREE.


  • Hotel Castello di Casole

    From $1,981.00+ (USD)

    Destination: Florence
    Suite Classica. Includes breakfast for ALL. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking. Reduced rate. FREE Wi-Fi. FREE valet parking.


  • Royal Hideaway Playacar

    From $759.00+ (USD)

    Destination: Cancun
    Luxury. Adults Only. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rate. $500 resort discounts per room. Ask about Honeymoon amenities. FREE Wi-Fi.

Plus sign (+) means taxes and fees are additional

 
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