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 Venetian

    From $342.00+ (USD)

    Destination: Las Vegas
    Venetian Luxury Suite. Complimentary parking.

  • Sandals Barbados

    From $1,799.00+ (USD)

    Destination: Barbados
    Caribbean Village Grand Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 60%. Up to $1,000 Instant Booking Bonus.

  • Grand Velas Riviera Nayarit

    From $1,250.00+ (USD)

    Destination: Puerto Vallarta
    Master Pool Suite. Beyond All Compare all meals, drinks, activities and more. $200 air credit per room.

  • Coco Beach

    From $955.00+ (USD)

    Destination: Ambergris Caye
    Hotel. Exclusive reduced rate. Kids 12 & younger stay FREE. Complimentary use of kayaks, paddle boards, and paddle boats.

  • Casa Dorada Los Cabos Resort & Spa

    From $976.00+ (USD)

    Destination: Cabo San Lucas
    One Bedroom Suite. Includes a welcome bottle of tequila. Complimentary daily breakfast for adults. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • Le Taha'a Island Resort & Spa

    From $3,898.00+ (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...

  • Tamanu Beach

    From $2,032.00+ (USD)

    Destination: Aitutaki
    Vacation includes: Roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by Air Rarotonga , 5 nights ac...

  • Bora Bora Pearl Beach Resort & Spa

    From $2,553.00+ (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.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,376.00+ (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, ...

  • The St. Regis Bora Bora Resort

    From $5,142.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at The St Regis Bora Bora in a Reefside Garden Villa With Pool, one FREE night, dail...

  • Barcelo Aruba

    From $1,045.00+ (USD)

    Destination: Aruba
    Deluxe Lani Garden View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room.

  • Casa Velas Hotel Boutique

    From $986.00+ (USD)

    Destination: Puerto Vallarta
    Master Suite. Adults Only. All-Inclusive includes all meals, drinks, activities and more. $50 spa credit per adult. Unlimited golf rounds. FREE Wi-Fi. Up to $200 air credit per room.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,803.00+ (USD)

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

  • Sandals Grande St. Lucian Spa & Beach Resort

    From $1,738.00+ (USD)

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

  • Villa Premiere Hotel & Spa

    From $682.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Oceanfront. Complimentary massage and champagne upon arrival. FREE Wi-Fi.

  • Waikoloa Beach Marriott Resort & Spa

    From $822.00+ (USD)

    Destination: Kohala Coast
    Garden/Mountain View. Best Offers from Marriott Hawaii! Kids 17 & younger stay FREE.

  • Castle Molokai Shores

    From $863.00+ (USD)

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

  • Sandals LaSource Grenada Resort & Spa

    From $1,567.00+ (USD)

    Destination: Grenada
    Lover's Lagoon Junior Suite Balcony. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $1,000 Instant Booking Bonus.

  • Sandals Halcyon Beach Resort & Spa

    From $1,468.00+ (USD)

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

  • Aulani, A Disney Resort & Spa

    From $1,283.00+ (USD)

    Destination: Oahu
    Island Gardens View. Kids 17 & younger stay FREE.

  • Villa del Palmar Cancun Luxury Beach Resort & Spa

    From $596.00+ (USD)

    Destination: Cancun
    Luxury Suite Garden View. Daily buffet breakfast for two.

  • Sandals Montego Bay

    From $1,180.00+ (USD)

    Destination: Montego Bay
    Caribbean Luxury. 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 $2,553.00+ (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.

  • Riu Playa Blanca

    From $882.00+ (USD)

    Destination: Playa Blanca
    Double Courtyard View. All-Inclusive includes all meals, drinks, activities and more. Ask about honeymoon amenities.

  • Sandos Finisterra Los Cabos

    From $725.00+ (USD)

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

  • X'tan Ha Resort

    From $901.00+ (USD)

    Destination: Ambergris Caye
    Pool View Villa. Kids 12 & younger stay FREE.

  • Sheraton Fisherman's Wharf

    From $468.00+ (USD)

    Destination: San Francisco
    Traditional King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Kids 17 & younger stay FREE.

  • Villa del Palmar Cancun Luxury Beach Resort & Spa

    From $596.00+ (USD)

    Destination: Cancun
    Luxury Suite Garden View. Daily buffet breakfast for two.

  • Castaway Island, Fiji

    From $2,542.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 5 nights accommodation at Castaway Island, Fiji in an Island View Bure, one complimentary transfer for two to Clou...

  • Tikehau Pearl Beach Resort

    From $3,074.00+ (USD)

    Destination: Tikehau
    Vacation includes: $400 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...

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Packages


  • The Westin Golf Resort & Spa, Playa Conchal

    From $1,292.00+ (USD)

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


  • W Paris Opera

    From $1,265.00+ (USD)

    Destination: Paris
    Cozy. Reduced rate.


  • Sandals Royal Plantation

    From $1,280.00+ (USD)

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


  • New Orleans Marriott

    From $595.00+ (USD)

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


  • Manuia Beach Resort

    From $1,546.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, free weekly cultural activities (including Management cocktails, Rarotonga ...

Plus sign (+) means taxes and fees are additional

 
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