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 Ochi Beach Resort

    From $978.00+ (USD)

    Destination: Ocho Rios
    Riviera Bamboo Grove Premium. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Bora Bora Pearl Beach Resort & Spa

    From $2,707.00+ (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.

  • Finest Playa Mujeres by Excellence Group

    From $1,598.00+ (USD)

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

  • Raiatea Lodge Hotel

    From $2,166.00+ (USD)

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

  • Riu Emerald Bay

    From $629.00+ (USD)

    Destination: Mazatlan
    Double. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • Gamboa Rainforest Resort

    From $587.00+ (USD)

    Destination: GAMBOA RAINFOREST
    Deluxe River View. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. Kids 12 & younger stay FREE.

  • 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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,434.00+ (USD)

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

  • 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.

  • InterContinental Bora Bora Le Moana Resort

    From $3,266.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, a half bottle of champagne, tea and a tiare flower, roun...

  • Beaches Negril Resort & Spa

    From $1,329.00+ (USD)

    Destination: Negril
    Negril Premium - King bed . Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

  • Maitai Polynesia Bora Bora

    From $1,955.00+ (USD)

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

  • Azul Beach Resort Sensatori Jamaica, by Karisma

    From $1,462.00+ (USD)

    Destination: Negril
    Ocean View Deluxe. Gourmet Inclusive includes all gourmet meals, drinks, activities and more.

  • Breathless Punta Cana Resort & Spa

    From $817.00+ (USD)

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

  • Sandals Royal Caribbean Resort & Private Island

    From $1,229.00+ (USD)

    Destination: Montego Bay
    Caribbean Grande Luxe Poolside. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $605 Instant Booking Bonus.

  • Sheraton Waikiki

    From $797.00+ (USD)

    Destination: Waikiki
    Mountain View. Kids 17 & younger stay FREE.

  • Hilton Waikoloa Village

    From $812.00+ (USD)

    Destination: Kohala Coast
    Hale Ike Palace Tower Resort. Kids 18 & younger stay FREE.

  • Royal Kona Resort

    From $611.00+ (USD)

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

  • Dreams Riviera Cancun Resort & Spa

    From $906.00+ (USD)

    Destination: Cancun
    Run of House. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Reduced rate. Ask about honeymoon amenities.

  • 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.

  • Luxury Residences Hotel at Villa del Palmar Cancun

    From $1,095.00+ (USD)

    Destination: Cancun
    One Bedroom Residential Garden View. Kids 11 & younger stay FREE. Includes full time nanny, chef, & personalized assistants available upon request FREE Wi-Fi. Ask about welcome amenities.

  • The St. Regis Punta Mita Resort

    From $1,885.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Garden View. Kids 17 & younger stay FREE.

  • Manava Beach Resort & Spa รป Moorea

    From $1,941.00+ (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.

  • The Westin New York at Times Square

    From $750.00+ (USD)

    Destination: New York
    Traditional One Bedroom. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking. Reduced rate. Ask about complimentary room upgrade.

  • Excellence Punta Cana

    From $1,199.00+ (USD)

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

  • Sunset Resort Rarotonga

    From $1,433.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, daily tropical breakfast, free late check-out based on availability at time of check-out, an...

  • Now Larimar Punta Cana

    From $706.00+ (USD)

    Destination: Punta Cana
    Deluxe Tropical View King. Unlimited-Luxury includes all meals, drinks, activities and more. $200 resort coupon per room. Ask about special Honeymoon Amenities.

  • El Cid Castilla Beach Hotel

    From $766.00+ (USD)

    Destination: Mazatlan
    Pool View. Ask about kids stay FREE.

  • Moana Surfrider, A Westin Resort & Spa

    From $732.00+ (USD)

    Destination: Waikiki
    Historic Banyan. Complimentary lei greeting & welcome Moana Elixir. 15% Spa discount. Daily Beach Club access for two including breakfast and evening pupus. 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.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sandals Grande Antigua Resort & Spa

    From $1,421.00+ (USD)

    Destination: Antigua
    Reopening December 2017. Caribbean Grande Luxe Poolside. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.


  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $627.00+ (USD)

    Destination: Kailua-Kona
    Mountain View. Daily continental breakfast for two. 15% off Ho'ola Spa services. Kids 17 & 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.


  • HOTEL BERNINI PALACE

    From $1,090.00+ (USD)

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


  • Sunset Resort Rarotonga

    From $1,433.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, daily tropical breakfast, free late check-out based on availability at time of check-out, an...

Plus sign (+) means taxes and fees are additional

 
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