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 Ritz-Carlton, Grand Cayman

    From $1,295.00+ (USD)

    Destination: Grand Cayman
    Garden View - King Bed. Ask about Kids stay FREE.

  • Fairmont Kea Lani, Maui

    From $1,228.00+ (USD)

    Destination: Wailea
    Pool Side. Complimentary welcome drink and lei greeting. Kids 18 & younger stay FREE.

  • Casa Marina, A Waldorf Astoria Resort

    From $1,075.00+ (USD)

    Destination: Key West
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • Conrad Bora Bora Nui

    From $3,314.00+ (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.

  • Secrets Cap Cana Resort & Spa

    From $1,030.00+ (USD)

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

  • Sandals Inn

    From $774.00+ (USD)

    Destination: Montego Bay
    Carlyle Deluxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Ask about Sandals Weddings and up to $135 Booking Bonus.

  • Grand Hyatt Kauai Resort and Spa

    From $1,511.00+ (USD)

    Destination: Poipu
    Standard Queen. FREE Wi-Fi. FREE self parking. Kids 18 & younger stay FREE.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,470.00+ (USD)

    Destination: St. Lucia
    Emerald Oceanfront. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $635 Instant Booking Bonus.

  • Grand Oasis Cancun

    From $733.00+ (USD)

    Destination: Cancun
    Grand. All-Inclusive includes all meals, drinks, snacks, activities and more. Kids 12 & younger stay FREE.

  • INNSIDE New York NoMad

    From $580.00+ (USD)

    Destination: New York
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Complimentary mini bar. FREE Wi-Fi.

  • Moon Palace Jamaica

    From $994.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room. Complimentary Airport Transfers.

  • Royal Kona Resort

    From $611.00+ (USD)

    Destination: Kailua-Kona
    Standard. Kids 17 & younger stay FREE.

  • The Westin Grand Cayman Seven Mile Beach Resort & Spa

    From $1,137.00+ (USD)

    Destination: Grand Cayman
    Island View - King. FREE Wi-Fi, non-motorized watersports and more. Kids 17 & younger stay FREE.

  • Panama Jack Gran Caribe- Cancun

    From $714.00+ (USD)

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

  • Paradise Point Resort & Spa

    From $376.00+ (USD)

    Destination: San Diego
    Lanai Garden. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Exclusive reduced rate. Kids 17 & younger stay FREE.

  • Royal Hideaway Playacar

    From $931.00+ (USD)

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

  • Pacific Resort Rarotonga

    From $1,697.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation at Pacific Resort Rarotonga in a Standard Studio, one FREE night, a NZ$250 Food & Beverage Credit per room pe...

  • Fairmont Southampton

    From $1,330.00+ (USD)

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

  • Kaanapali Beach Hotel

    From $660.00+ (USD)

    Destination: Kaanapali
    Garden View.

  • Hotel Marina El Cid Spa & Beach Resort

    From $1,073.00+ (USD)

    Destination: Cancun
    Luxury. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • The St. Regis Princeville Resort

    From $1,416.00+ (USD)

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

  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $1,082.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, snacks, activities and more. Includes a $50 spending credit per day, per room.

  • Hotel Molokai

    From $807.00+ (USD)

    Destination: Molokai
    Garden View. Kids 12 & younger stay FREE.

  • Grand Wailea

    From $1,437.00+ (USD)

    Destination: Wailea
    Ocean King. Complimentary welcome drink and lei greeting. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,126.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast, a welcome split of Champagne and Chef's treats, roundtrip inter-island air and airport...

  • Melia Cozumel Golf All Inclusive

    From $922.00+ (USD)

    Destination: Cozumel
    Melia Garden View, All-Inclusive includes all meals, drinks, snacks, activities and more.

  • Manava Beach Resort & Spa รป Moorea

    From $1,871.00+ (USD)

    Destination: Moorea
    Vacation includes: $150 per booking Savings, roundtrip airfare on Air Tahiti Nui, 5 nights accommodation at Manava Beach Resort & Spa, Moorea in an Air-conditioned Garden View Room, compliment...

  • Hyatt Ziva Los Cabos

    From $1,014.00+ (USD)

    Destination: Cabo San Lucas
    Master Double. All-Inclusive includes all meals, drinks, snacks, activities and more. Hyatt Gold Passport Point Members are eligible to earn 1,000 points per paid night. FREE Wi-Fi.

  • InterContinental Fiji Golf Resort & Spa

    From $2,270.00+ (USD)

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

  • Hotel Splendide Royal

    From $1,006.00+ (USD)

    Destination: Rome
    Deluxe Double. Includes daily American buffet breakfast for ALL. 3rd night FREE. Complimentary shuttle service to Parco dei Principi Grand Hotel & Spa for the outdoor pool and Prince Spa.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sheraton Kauai Resort

    From $1,048.00+ (USD)

    Destination: Poipu
    Garden View. Kids 17 & younger stay FREE.


  • HOTEL BERNINI PALACE

    From $1,090.00+ (USD)

    Destination: Florence
    Classic Double. Includes daily buffet breakfast. 4th night FREE. FREE Wi-Fi.


  • Palm Grove

    From $1,423.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical breakfast and roundtrip airport transfers.


  • Royal Kona Resort

    From $611.00+ (USD)

    Destination: Kailua-Kona
    Standard. Kids 17 & younger stay FREE.


  • Sanibel Sunset Beach Inn

    From $754.00+ (USD)

    Destination: Sanibel Island
    Garden View. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Complimentary parking.

Plus sign (+) means taxes and fees are additional

 
Online Agency Travel Websites