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 Royal Plantation, Ocho Rios, Jamaica

    From $1,265.00+ (USD)

    Destination: Ocho Rios
    Orchid Oceanfront Butler Suite. Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%.

  • Sunscape Puerto Vallarta Resort & Spa

    From $476.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Ocean View Double. Unlimited-Fun includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi. $200 resort coupon per room.

  • W Retreat & Spa, Vieques Island

    From $1,366.00+ (USD)

    Destination: Puerto Rico
    Tropical Oasis Garden View. Kids 17 & younger stay FREE.

  • Riu Palace Tropical Bay

    From $872.00+ (USD)

    Destination: Montego Bay
    Junior Suite Garden View. All-Inclusive includes all meals, drinks, activities and more.

  • Melia Nassau Beach All Inclusive

    From $889.00+ (USD)

    Destination: Cable Beach
    Classic Island View. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Castle Molokai Shores

    From $895.00+ (USD)

    Destination: Molokai
    One Bedroom Ocean View. Kids 17 & younger stay FREE.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,337.00+ (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, ...

  • Tropica Island Resort

    From $3,152.00+ (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, meet & greet with shell lei and inter-island...

  • Hard Rock Hotel Cancun

    From $924.00+ (USD)

    Destination: Cancun
    Deluxe Gold Pure King. All-Inclusive includes all meals, drinks,activities and more.$500 Limitless Resort Credit per room. FREE Wi-Fi. Ask about Unlimited Golf.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,507.00+ (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.

  • Outrigger Reef Waikiki Beach Resort

    From $821.00+ (USD)

    Destination: Waikiki
    Standard. 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 Westin Mission Hills Resort Villas

    From $456.00+ (USD)

    Destination: Palm Springs
    Deluxe Villa. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • Hotel Parador Resort & Spa

    From $807.00+ (USD)

    Destination: Costa Rica
    Tropical. Includes daily breakfast. Exclusive $100 Off per booking.

  • The St. Regis Princeville Resort

    From $1,322.00+ (USD)

    Destination: Princeville
    Mountain/Garden 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.

  • Wailea Beach Resort - Marriott, Maui

    From $1,032.00+ (USD)

    Destination: Wailea
    Ocean 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.

  • Riu Palace Riviera Maya

    From $674.00+ (USD)

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

  • Vahine Island - Private Island Resort

    From $3,172.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast and dinner, roundtrip inter-island air and airport transfers.

  • Riu Palace Cabo San Lucas

    From $669.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Garden View. All-Inclusive includes all meals, drinks, activities and more.

  • Sheraton Bijao Beach Resort

    From $736.00+ (USD)

    Destination: Playa Blanca
    Deluxe Garden View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Canaves Oia Hotel

    From $1,795.00+ (USD)

    Destination: Santorini
    Classic Suite. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast. Complimentary bottle of Santorinian wine upon arrival. FREE Wi-Fi.

  • Tikehau Pearl Beach Resort

    From $2,595.00+ (USD)

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

  • InterContinental Bora Bora Le Moana Resort

    From $3,504.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at InterContinental Bora Bora Le Moana Resort in a Beach Junior Suite Bungalow, two...

  • Riu Guanacaste

    From $713.00+ (USD)

    Destination: Guanacaste
    Double. All-Inclusive includes all meals, drinks, activities and more. Kids 12 & younger stay, play and eat FREE. Exclusive $100 Off per booking.

  • Seven Stars Resort & Spa

    From $1,560.00+ (USD)

    Destination: Providenciales
    Garden View Junior Suite. Daily continental breakfast, non-motorized watersports and more. FREE Wi-Fi. Kids 12 & younger stay FREE.

  • The St. Regis Bora Bora

    From $3,819.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, and a 25,000xpf resort credit per villa per stay, roundtrip int...

  • Dreams Dominicus La Romana

    From $731.00+ (USD)

    Destination: La Romana
    Deluxe Tropical View King. Unlimited-Luxury includes all meals, drinks, activities and more. $200 in resort coupons per room.

  • Sheraton Resort & Spa, Tokoriki Island

    From $2,392.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Sheraton Resort & Spa, Tokoriki Island in an Island Breeze Room, meet & greet with shell...

  • Le Taha'a Island Resort & Spa

    From $3,829.00+ (USD)

    Destination: Tahaa
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, two FREE nights, daily bre...

  • InterContinental Moorea Resort & Spa

    From $2,846.00+ (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...

  • Hotel Imperial, A Luxury Collection Hotel

    From $1,239.00+ (USD)

    Destination: Vienna
    Classic. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Hotel Grande Bretagne

    From $1,312.00+ (USD)

    Destination: Athens
    Classic. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate.


  • Le Meridien Bora Bora

    From $2,847.00+ (USD)

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


  • Hyatt Centric Key West Resort & Spa

    From $627.00+ (USD)

    Destination: Key West
    Deluxe King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. FREE Wi-Fi. Ask about Kids stay FREE.


  • Casa Marina, A Waldorf Astoria Resort

    From $633.00+ (USD)

    Destination: Key West
    Guest. Exclusive $75 Off per booking. Exclusive 4th night FREE. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE.


  • Hard Rock Hotel Cancun

    From $924.00+ (USD)

    Destination: Cancun
    Deluxe Gold Pure King. All-Inclusive includes all meals, drinks,activities and more.$500 Limitless Resort Credit per room. FREE Wi-Fi. Ask about Unlimited Golf.

Plus sign (+) means taxes and fees are additional

 
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