• 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

  • Sandos Cancun Luxury Resort

    From $880.00+ (USD)

    Destination: Cancun
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Savings per booking. FREE Wi-Fi. Ask about Honeymoon amenities.

  • Yasawa Island Resort & Spa

    From $4,242.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arriv...

  • InterContinental Moorea Resort & Spa

    From $1,931.00+ (USD)

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

  • InterContinental Bora Bora Le Moana Resort

    From $3,444.00+ (USD)

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

  • Fiji Hideaway Resort & Spa

    From $1,510.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Fiji Hideaway Resort & Spa in a Frangipani Bure, daily breakfast, meet & greet with sh...

  • Mawamba Lodge

    From $749.00+ (USD)

    Destination: Costa Rica
    Includes one night hotel in San Jose with transportation to and from the lodge. All meals, select tours & activities and more.

  • Le Meridien Bora Bora

    From $2,789.00+ (USD)

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

  • Sheraton Maui Resort & Spa

    From $819.00+ (USD)

    Destination: Kaanapali
    Kids 17 & younger stay FREE.

  • Maui Eldorado Kaanapali by Outrigger

    From $626.00+ (USD)

    Destination: Kaanapali
    Guests will feel at home at this hotel where the surroundings are neighborly and informal. Daily activities are relaxed a morning stroll along the beach or a leisurely afternoon of golf.

  • Embassy Suites Waikiki Beach Walk

    From $840.00+ (USD)

    Destination: Waikiki
    One-Bedroom Suite. Includes complimentary full breakfast daily and nightly two hour cocktail reception. Shopping and dining discount booklet. Kids 18 & younger stay FREE.

  • Hotel Kia Ora Resort & Spa

    From $2,123.00+ (USD)

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

  • Sandals Carlyle

    From $879.00+ (USD)

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

  • Pacific Resort Aitutaki

    From $2,711.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $200 per booking discount, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by ...

  • Sandals Royal Caribbean Resort & Private Island

    From $1,125.00+ (USD)

    Destination: Montego Bay
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Catamaran Cruise for two. Up to $605 Instant Air Credit.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,751.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, one FREE night & daily breakfast for two, inter-island transportation and all applicable transfe...

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $3,850.00+ (USD)

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

  • Sofitel Bora Bora Private Island

    From $2,815.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, free Internet (wifi) and free mini bar (water, soft drinks, beer) refil...

  • LEGOLAND Hotel at LEGOLAND California Resort

    From $448.00+ (USD)

    Destination: Carlsbad
    EXCLUSIVE Reduced rate. $50 Savings per booking. Daily breakfast for ALL. All guests receive exclusive early entry into LEGOLAND. Kids 17 & younger stay FREE. Welcome amenity included.

  • Ala Moana Hotel

    From $653.00+ (USD)

    Destination: Honolulu
    This definitive Honolulu address for urban relaxation adjoins the world-class Ala Moana Shopping Center.

  • Wyndham Grand Rio Mar Beach Resort & Spa

    From $574.00+ (USD)

    Destination: Rio Grande
    Includes 4th night FREE. VIP Value Card good towards discounts on golf, spa and more. Kids 17 & younger stay FREE.

  • Maitai Lapita Village Huahine

    From $1,998.00+ (USD)

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

  • Dreams Tulum Resort & Spa

    From $648.00+ (USD)

    Destination: Cancun
    Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Savings per booking. Kids 12 & younger stay and eat FREE.

  • Bolongo Bay Beach Resort

    From $869.00+ (USD)

    Destination: St. Thomas
    Includes FREE Wi-Fi and non-motorized watersports.

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,561.00+ (USD)

    Destination: Exuma
    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 $753.00+ (USD)

    Destination: Kailua-Kona
    Includes FREE Mid-size Hertz Car rental. Kids 17 & younger stay FREE.

  • Maitai Polynesia Bora Bora

    From $2,663.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights hotel accommodation at Maitai Polynesia Bora Bora in a Beach Bungalow, daily breakfast for two, r...

  • Hotel du Collectionneur Arc De Triomphe

    From $965.00+ (USD)

    Destination: Paris
    $200 Air Credit per booking. Daily buffet breakfast. Ask about Kids 11 & younger stay FREE.

  • Sheraton Waikiki

    From $870.00+ (USD)

    Destination: Waikiki
    Includes FREE Mid-size Hertz Car rental. Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $2,712.00+ (USD)

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

  • Sandals LaSource Grenada Resort & Spa

    From $1,832.00+ (USD)

    Destination: Grenada
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Lovers Rock Sunset Cruise for two. Up to $1,000 Instant Air Credit.

More

Plus sign (+) means taxes and fees are additional

Packages

  • Sandos Cancun Luxury Resort

    From $880.00+ (USD)

    Destination: Cancun
    All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 Savings per booking. FREE Wi-Fi. Ask about Honeymoon amenities.

  • Yasawa Island Resort & Spa

    From $4,242.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arriv...

  • InterContinental Moorea Resort & Spa

    From $1,931.00+ (USD)

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

  • InterContinental Bora Bora Le Moana Resort

    From $3,444.00+ (USD)

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

  • Fiji Hideaway Resort & Spa

    From $1,510.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Fiji Hideaway Resort & Spa in a Frangipani Bure, daily breakfast, meet & greet with sh...

  • Mawamba Lodge

    From $749.00+ (USD)

    Destination: Costa Rica
    Includes one night hotel in San Jose with transportation to and from the lodge. All meals, select tours & activities and more.

  • Le Meridien Bora Bora

    From $2,789.00+ (USD)

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

  • Sheraton Maui Resort & Spa

    From $819.00+ (USD)

    Destination: Kaanapali
    Kids 17 & younger stay FREE.

  • Maui Eldorado Kaanapali by Outrigger

    From $626.00+ (USD)

    Destination: Kaanapali
    Guests will feel at home at this hotel where the surroundings are neighborly and informal. Daily activities are relaxed a morning stroll along the beach or a leisurely afternoon of golf.

  • Embassy Suites Waikiki Beach Walk

    From $840.00+ (USD)

    Destination: Waikiki
    One-Bedroom Suite. Includes complimentary full breakfast daily and nightly two hour cocktail reception. Shopping and dining discount booklet. Kids 18 & younger stay FREE.

  • Hotel Kia Ora Resort & Spa

    From $2,123.00+ (USD)

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

  • Sandals Carlyle

    From $879.00+ (USD)

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

  • Pacific Resort Aitutaki

    From $2,711.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $200 per booking discount, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by ...

  • Sandals Royal Caribbean Resort & Private Island

    From $1,125.00+ (USD)

    Destination: Montego Bay
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Catamaran Cruise for two. Up to $605 Instant Air Credit.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,751.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, one FREE night & daily breakfast for two, inter-island transportation and all applicable transfe...

  • InterContinental Bora Bora Resort & Thalasso Spa

    From $3,850.00+ (USD)

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

  • Sofitel Bora Bora Private Island

    From $2,815.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, free Internet (wifi) and free mini bar (water, soft drinks, beer) refil...

  • LEGOLAND Hotel at LEGOLAND California Resort

    From $448.00+ (USD)

    Destination: Carlsbad
    EXCLUSIVE Reduced rate. $50 Savings per booking. Daily breakfast for ALL. All guests receive exclusive early entry into LEGOLAND. Kids 17 & younger stay FREE. Welcome amenity included.

  • Ala Moana Hotel

    From $653.00+ (USD)

    Destination: Honolulu
    This definitive Honolulu address for urban relaxation adjoins the world-class Ala Moana Shopping Center.

  • Wyndham Grand Rio Mar Beach Resort & Spa

    From $574.00+ (USD)

    Destination: Rio Grande
    Includes 4th night FREE. VIP Value Card good towards discounts on golf, spa and more. Kids 17 & younger stay FREE.

  • Maitai Lapita Village Huahine

    From $1,998.00+ (USD)

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

  • Dreams Tulum Resort & Spa

    From $648.00+ (USD)

    Destination: Cancun
    Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 Savings per booking. Kids 12 & younger stay and eat FREE.

  • Bolongo Bay Beach Resort

    From $869.00+ (USD)

    Destination: St. Thomas
    Includes FREE Wi-Fi and non-motorized watersports.

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,561.00+ (USD)

    Destination: Exuma
    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 $753.00+ (USD)

    Destination: Kailua-Kona
    Includes FREE Mid-size Hertz Car rental. Kids 17 & younger stay FREE.

  • Maitai Polynesia Bora Bora

    From $2,663.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $400 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights hotel accommodation at Maitai Polynesia Bora Bora in a Beach Bungalow, daily breakfast for two, r...

  • Hotel du Collectionneur Arc De Triomphe

    From $965.00+ (USD)

    Destination: Paris
    $200 Air Credit per booking. Daily buffet breakfast. Ask about Kids 11 & younger stay FREE.

  • Sheraton Waikiki

    From $870.00+ (USD)

    Destination: Waikiki
    Includes FREE Mid-size Hertz Car rental. Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $2,712.00+ (USD)

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

  • Sandals LaSource Grenada Resort & Spa

    From $1,832.00+ (USD)

    Destination: Grenada
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Lovers Rock Sunset Cruise for two. Up to $1,000 Instant Air Credit.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sandals Royal Caribbean Resort & Private Island

    From $1,125.00+ (USD)

    Destination: Montego Bay
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Catamaran Cruise for two. Up to $605 Instant Air Credit.


  • Sandals Halcyon Beach St. Lucia

    From $1,266.00+ (USD)

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


  • The Ritz-Carlton, Aruba

    From $1,194.00+ (USD)

    Destination: Aruba
    Includes $100 resort credit per night. Daily breakfast for two. FREE Wi-Fi and more. Kids 11 & younger stay FREE.


  • Sandals Royal Plantation, Ocho Rios, Jamaica

    From $1,221.00+ (USD)

    Destination: Ocho Rios
    Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%. Sunset Cruise for two. Up to $605 Instant Air Credit.


  • Paradise Point Resort & Spa

    From $435.00+ (USD)

    Destination: San Diego
    $50 Savings per booking. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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