• Pleasant Holidays

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

  • Dreams Villamagna Nuevo Vallarta

    From $885.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite Ocean View w/ Jacuzzi. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • HOTEL BERNINI PALACE

    From $1,457.00+ (USD)

    Destination: Florence
    4th night FREE. Includes daily buffet breakfast.

  • Seven Stars Resort & Spa

    From $1,207.00+ (USD)

    Destination: Providenciales
    Garden View Junior Suite. Exclusive $100 Off per booking. Welcome Cocktail upon arrival. Daily continental breakfast, non-motorized watersports and more. FREE Wi-Fi.

  • The Westin New York at Times Square

    From $863.00+ (USD)

    Destination: New York
    One child 17 & younger stays FREE.

  • Divi Carina Bay Resort and Casino

    From $1,276.00+ (USD)

    Destination: St. Croix
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Kids 11 & younger stay FREE.

  • Sunscape Puerto Plata Dominican Republic

    From $737.00+ (USD)

    Destination: Puerto Plata
    Unlimited-Fun includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • The Westin Princeville Ocean Resort Villas

    From $902.00+ (USD)

    Destination: Princeville
    Kids 17 & younger stay FREE.

  • Moon Palace Jamaica Grande

    From $1,279.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room. Complimentary airport transfers.

  • Sheraton San Diego Hotel & Marina

    From $605.00+ (USD)

    Destination: San Diego
    4th night FREE. $50 food & beverage credit. Complimentary upgrade to next room category. Kids 17 & younger stay FREE.

  • JW Marriott Scottsdale Camelback Inn Resort & Spa

    From $491.00+ (USD)

    Destination: Phoenix
    5th night FREE. Ask about Kids stay FREE.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,834.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Bora Bora Pearl Beach Resort & Spa in a Garden Pool Villa, daily breakfast, round...

  • Grand Fiesta Americana Coral Beach Cancun

    From $592.00+ (USD)

    Destination: Cancun
    Ocean View Junior Suite. Exclusive $100 Off per booking. Includes daily buffet breakfast for up to two guests per room. Kids 12 & younger stay and eat FREE.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $722.00+ (USD)

    Destination: Kailua-Kona
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • JW Marriott Desert Springs Resort & Spa

    From $350.00+ (USD)

    Destination: Palm Desert
    3rd night FREE. Includes $25 resort credit per room for first 2 nights only. Ask about Kids stay FREE.

  • The Confidante - By Hyatt

    From $632.00+ (USD)

    Destination: Miami Beach
    Kids 18 & younger stay FREE. Ask about reduced rate.

  • Divi Aruba All Inclusive

    From $1,445.00+ (USD)

    Destination: Aruba
    Garden View. All-Inclusive includes all meals, drinks, activities and more. Ask about Kids stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,093.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, two FREE nights, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (...

  • Aston Waikiki Beach Hotel

    From $657.00+ (USD)

    Destination: Waikiki
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Beaches Negril Resort & Spa

    From $1,639.00+ (USD)

    Destination: Negril
    Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Air Credit. One FREE night.

  • Dreams Riviera Cancun Resort & Spa

    From $659.00+ (USD)

    Destination: Cancun
    Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Ask about Honeymoon amenities.

  • Sandals Ochi Beach Resort

    From $1,047.00+ (USD)

    Destination: Ocho Rios
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Air Credit. Up to $185 spa credit.

  • Moon Palace Jamaica Grande

    From $1,163.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. Ask about Exclusive $100 Off per booking. $500 resort credit per room. Complimentary airport transfers.

  • Melia Nassau Beach All Inclusive

    From $818.00+ (USD)

    Destination: Cable Beach
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Savoy

    From $1,211.00+ (USD)

    Destination: Rome
    4th night FREE. Includes daily breakfast for ALL. Kids 7 & younger stay FREE.

  • Starhotels Metropole Rome

    From $1,106.00+ (USD)

    Destination: Rome
    3rd night FREE. Includes daily buffet breakfast for ALL. One child 11 & younger stays FREE. Ask about Honeymoon amenity.

  • Castle Kamaole Sands

    From $639.00+ (USD)

    Destination: Kihei
    One Bedroom. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Barcelo Aruba

    From $1,082.00+ (USD)

    Destination: Aruba
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room.

  • Encore at Wynn Las Vegas

    From $483.00+ (USD)

    Destination: Las Vegas
    Resort Suite. Complimentary self-parking.

  • Hilton Garden Inn Kauai Wailua Bay

    From $656.00+ (USD)

    Destination: Kapaa
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. FREE parking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Crown Beach Resort & Spa

    From $1,749.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Crown Beach Resort & Spa in a One Bedroom Villa, daily tropical buffet breakfast...

More

Plus sign (+) means taxes and fees are additional

Packages

  • Dreams Villamagna Nuevo Vallarta

    From $885.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite Ocean View w/ Jacuzzi. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • HOTEL BERNINI PALACE

    From $1,457.00+ (USD)

    Destination: Florence
    4th night FREE. Includes daily buffet breakfast.

  • Seven Stars Resort & Spa

    From $1,207.00+ (USD)

    Destination: Providenciales
    Garden View Junior Suite. Exclusive $100 Off per booking. Welcome Cocktail upon arrival. Daily continental breakfast, non-motorized watersports and more. FREE Wi-Fi.

  • The Westin New York at Times Square

    From $863.00+ (USD)

    Destination: New York
    One child 17 & younger stays FREE.

  • Divi Carina Bay Resort and Casino

    From $1,276.00+ (USD)

    Destination: St. Croix
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi. Kids 11 & younger stay FREE.

  • Sunscape Puerto Plata Dominican Republic

    From $737.00+ (USD)

    Destination: Puerto Plata
    Unlimited-Fun includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • The Westin Princeville Ocean Resort Villas

    From $902.00+ (USD)

    Destination: Princeville
    Kids 17 & younger stay FREE.

  • Moon Palace Jamaica Grande

    From $1,279.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room. Complimentary airport transfers.

  • Sheraton San Diego Hotel & Marina

    From $605.00+ (USD)

    Destination: San Diego
    4th night FREE. $50 food & beverage credit. Complimentary upgrade to next room category. Kids 17 & younger stay FREE.

  • JW Marriott Scottsdale Camelback Inn Resort & Spa

    From $491.00+ (USD)

    Destination: Phoenix
    5th night FREE. Ask about Kids stay FREE.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,834.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Bora Bora Pearl Beach Resort & Spa in a Garden Pool Villa, daily breakfast, round...

  • Grand Fiesta Americana Coral Beach Cancun

    From $592.00+ (USD)

    Destination: Cancun
    Ocean View Junior Suite. Exclusive $100 Off per booking. Includes daily buffet breakfast for up to two guests per room. Kids 12 & younger stay and eat FREE.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $722.00+ (USD)

    Destination: Kailua-Kona
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & younger stay FREE.

  • JW Marriott Desert Springs Resort & Spa

    From $350.00+ (USD)

    Destination: Palm Desert
    3rd night FREE. Includes $25 resort credit per room for first 2 nights only. Ask about Kids stay FREE.

  • The Confidante - By Hyatt

    From $632.00+ (USD)

    Destination: Miami Beach
    Kids 18 & younger stay FREE. Ask about reduced rate.

  • Divi Aruba All Inclusive

    From $1,445.00+ (USD)

    Destination: Aruba
    Garden View. All-Inclusive includes all meals, drinks, activities and more. Ask about Kids stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,093.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, two FREE nights, daily breakfast, one complimentary dinner for two at the Vanille Restaurant per stay (...

  • Aston Waikiki Beach Hotel

    From $657.00+ (USD)

    Destination: Waikiki
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Beaches Negril Resort & Spa

    From $1,639.00+ (USD)

    Destination: Negril
    Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Air Credit. One FREE night.

  • Dreams Riviera Cancun Resort & Spa

    From $659.00+ (USD)

    Destination: Cancun
    Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Ask about Honeymoon amenities.

  • Sandals Ochi Beach Resort

    From $1,047.00+ (USD)

    Destination: Ocho Rios
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Air Credit. Up to $185 spa credit.

  • Moon Palace Jamaica Grande

    From $1,163.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. Ask about Exclusive $100 Off per booking. $500 resort credit per room. Complimentary airport transfers.

  • Melia Nassau Beach All Inclusive

    From $818.00+ (USD)

    Destination: Cable Beach
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Savoy

    From $1,211.00+ (USD)

    Destination: Rome
    4th night FREE. Includes daily breakfast for ALL. Kids 7 & younger stay FREE.

  • Starhotels Metropole Rome

    From $1,106.00+ (USD)

    Destination: Rome
    3rd night FREE. Includes daily buffet breakfast for ALL. One child 11 & younger stays FREE. Ask about Honeymoon amenity.

  • Castle Kamaole Sands

    From $639.00+ (USD)

    Destination: Kihei
    One Bedroom. Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 17 & younger stay FREE.

  • Barcelo Aruba

    From $1,082.00+ (USD)

    Destination: Aruba
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room.

  • Encore at Wynn Las Vegas

    From $483.00+ (USD)

    Destination: Las Vegas
    Resort Suite. Complimentary self-parking.

  • Hilton Garden Inn Kauai Wailua Bay

    From $656.00+ (USD)

    Destination: Kapaa
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. FREE parking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Crown Beach Resort & Spa

    From $1,749.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Crown Beach Resort & Spa in a One Bedroom Villa, daily tropical buffet breakfast...

More

Plus sign (+) means taxes and fees are additional

Packages


  • Dreams Delight Playa Bonita Panama

    From $761.00+ (USD)

    Destination: Playa Bonita
    Partial Ocean View. Defined Delights includes all meals, drinks, activities and more. $200 resort coupon per room. FREE Wi-Fi.


  • Occidental at Xcaret Destination

    From $565.00+ (USD)

    Destination: Cancun
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. Exclusive reduced rate. $500 resort credit per room.


  • Hilton Waikoloa Village

    From $810.00+ (USD)

    Destination: Kohala Coast
    Includes EXCLUSIVE up to 5-Day FREE mid-size car rental. Kids 18 & younger stay FREE


  • Barcelo Bavaro Palace

    From $744.00+ (USD)

    Destination: Punta Cana
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Off per booking. $1,000 resort credit per room.


  • Crown Beach Resort & Spa

    From $1,749.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $300 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Crown Beach Resort & Spa in a One Bedroom Villa, daily tropical buffet breakfast...

Plus sign (+) means taxes and fees are additional

 
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