• 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

  • Wyndham Grand Rio Mar Beach Resort & Spa

    From $702.00+ (USD)

    Destination: Rio Grande
    VIP value card for discounts on tennis, spa treatments and more. Kids 17 & younger stay FREE. Ask about guaranteed one category room upgrade on All-Inclusive plan.

  • Vedema, A Luxury Collection Resort

    From $2,121.00+ (USD)

    Destination: Santorini
    Dorian suite. 50 euro food & beverage credit per room. Wine tasting for 2 per room. Complimentary hotel transfers to/from port or airport.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,316.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow, a 3,000 xpf res...

  • Matangi Private Island Resort

    From $2,540.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights a...

  • The Westin Kierland Resort & Spa

    From $915.00+ (USD)

    Destination: Scottsdale
    $50 off 3 night stay. Kids 17 & younger stay FREE. Complimentary self-parking.

  • Beaches Negril Resort & Spa

    From $1,567.00+ (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.

  • Honua Kai Resort & Spa

    From $941.00+ (USD)

    Destination: Lahaina
    One-Bedroom. Kids 17 & younger stay FREE.

  • Riu Guanacaste

    From $584.00+ (USD)

    Destination: Guanacaste
    All-Inclusive includes all meals, drinks, activities and more. Includes EXCLUSIVE $100 savings per booking. Kids 12 & younger stay and eat FREE. $35 spa credit per adult.

  • Castle Kamaole Sands

    From $652.00+ (USD)

    Destination: Kihei
    One-Bedroom. Buy one activity/Get one activity FREE! Kids 17 & younger stay FREE.

  • Sofitel Bora Bora Private Island

    From $2,862.00+ (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...

  • The Brando

    From $5,327.00+ (USD)

    Destination: Society Islands
    Vacation includes: Roundtrip airfare on from Papeete on Air Tetiaroa, and 3 nights accommodation in Tetiaroa with all meals (deluxe items available at an additional charge), 24-hour d...

  • Aston Kaanapali Shores

    From $767.00+ (USD)

    Destination: Kaanapali
    Buy one activity/Get one activity FREE! Kids 17 & younger stay FREE.

  • Gran Melia Golf Resort Puerto Rico

    From $544.00+ (USD)

    Destination: Rio Grande
    Deluxe Junior Suite Garden View. Kids 16 & younger stay FREE.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $600.00+ (USD)

    Destination: Kailua-Kona
    Buy one activity/Get one activity FREE! Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $3,087.00+ (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...

  • Ala Moana Hotel

    From $698.00+ (USD)

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

  • El Conquistador Resort, A Waldorf Astoria Resort

    From $615.00+ (USD)

    Destination: Fajardo
    Garden View. Complimentary Wi-Fi. Kids 17 & younger stay FREE.

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,716.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Unlimited Golf. Up to $1,000 Instant Air Credit.

  • Tropicana Las Vegas - A DoubleTree by Hilton

    From $258.00+ (USD)

    Destination: Las Vegas
    $50 off 3 night stay. Complimentary valet and self-parking.

  • Villa del Palmar Beach Resort & Spa

    From $380.00+ (USD)

    Destination: Puerto Vallarta
    $500 resort credit. Kids 12 & younger stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,710.00+ (USD)

    Destination: Tahaa
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights hotel accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, daily breakfast for...

  • Sheraton New Orleans

    From $469.00+ (USD)

    Destination: New Orleans
    $50 off 3 night stay. One child 17 & younger stays FREE.

  • W Retreat & Spa, Vieques Island

    From $1,371.00+ (USD)

    Destination: Puerto Rico
    Tropical Oasis Garden View. Kids 17 & younger stay FREE.

  • Harborside Resort at Atlantis

    From $935.00+ (USD)

    Destination: Paradise Island
    One-Bedroom Deluxe Villa. $250 Instant Savings per booking. Complimentary Wi-Fi. Kids 11 & younger stay FREE. Ask about 50% off Dining Plan & Beverage credit offers.

  • Jewel Dunn's River Beach Resort & Spa

    From $1,085.00+ (USD)

    Destination: Ocho Rios
    Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Tamanu Beach

    From $1,892.00+ (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...

  • Sofitel Bora Bora Marara Beach Resort

    From $2,616.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Bora Bora Marara Beach Resort in a Superior Garden Bungalow, a 3,000...

  • Sofitel Bora Bora Private Island

    From $3,353.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Bora Bora Private Island in an Island Luxury Lodge, daily breakfast ...

  • Paradise Point Resort & Spa

    From $478.00+ (USD)

    Destination: San Diego
    Lanai Garden View. 4th night FREE. $75 off 4 night stay. Kids 17 & younger stay FREE. (Must be booked by 5/31/16).

  • Royal Kahana Maui by Outrigger

    From $597.00+ (USD)

    Destination: Kahana
    Includes FREE Wi-Fi. FREE parking. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages

  • Wyndham Grand Rio Mar Beach Resort & Spa

    From $702.00+ (USD)

    Destination: Rio Grande
    VIP value card for discounts on tennis, spa treatments and more. Kids 17 & younger stay FREE. Ask about guaranteed one category room upgrade on All-Inclusive plan.

  • Vedema, A Luxury Collection Resort

    From $2,121.00+ (USD)

    Destination: Santorini
    Dorian suite. 50 euro food & beverage credit per room. Wine tasting for 2 per room. Complimentary hotel transfers to/from port or airport.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,316.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow, a 3,000 xpf res...

  • Matangi Private Island Resort

    From $2,540.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights a...

  • The Westin Kierland Resort & Spa

    From $915.00+ (USD)

    Destination: Scottsdale
    $50 off 3 night stay. Kids 17 & younger stay FREE. Complimentary self-parking.

  • Beaches Negril Resort & Spa

    From $1,567.00+ (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.

  • Honua Kai Resort & Spa

    From $941.00+ (USD)

    Destination: Lahaina
    One-Bedroom. Kids 17 & younger stay FREE.

  • Riu Guanacaste

    From $584.00+ (USD)

    Destination: Guanacaste
    All-Inclusive includes all meals, drinks, activities and more. Includes EXCLUSIVE $100 savings per booking. Kids 12 & younger stay and eat FREE. $35 spa credit per adult.

  • Castle Kamaole Sands

    From $652.00+ (USD)

    Destination: Kihei
    One-Bedroom. Buy one activity/Get one activity FREE! Kids 17 & younger stay FREE.

  • Sofitel Bora Bora Private Island

    From $2,862.00+ (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...

  • The Brando

    From $5,327.00+ (USD)

    Destination: Society Islands
    Vacation includes: Roundtrip airfare on from Papeete on Air Tetiaroa, and 3 nights accommodation in Tetiaroa with all meals (deluxe items available at an additional charge), 24-hour d...

  • Aston Kaanapali Shores

    From $767.00+ (USD)

    Destination: Kaanapali
    Buy one activity/Get one activity FREE! Kids 17 & younger stay FREE.

  • Gran Melia Golf Resort Puerto Rico

    From $544.00+ (USD)

    Destination: Rio Grande
    Deluxe Junior Suite Garden View. Kids 16 & younger stay FREE.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $600.00+ (USD)

    Destination: Kailua-Kona
    Buy one activity/Get one activity FREE! Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $3,087.00+ (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...

  • Ala Moana Hotel

    From $698.00+ (USD)

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

  • El Conquistador Resort, A Waldorf Astoria Resort

    From $615.00+ (USD)

    Destination: Fajardo
    Garden View. Complimentary Wi-Fi. Kids 17 & younger stay FREE.

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,716.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Unlimited Golf. Up to $1,000 Instant Air Credit.

  • Tropicana Las Vegas - A DoubleTree by Hilton

    From $258.00+ (USD)

    Destination: Las Vegas
    $50 off 3 night stay. Complimentary valet and self-parking.

  • Villa del Palmar Beach Resort & Spa

    From $380.00+ (USD)

    Destination: Puerto Vallarta
    $500 resort credit. Kids 12 & younger stay FREE.

  • Le Taha'a Island Resort & Spa

    From $3,710.00+ (USD)

    Destination: Tahaa
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights hotel accommodation at Le Taha'a Island Resort & Spa in a Taha'a Overwater Suite, daily breakfast for...

  • Sheraton New Orleans

    From $469.00+ (USD)

    Destination: New Orleans
    $50 off 3 night stay. One child 17 & younger stays FREE.

  • W Retreat & Spa, Vieques Island

    From $1,371.00+ (USD)

    Destination: Puerto Rico
    Tropical Oasis Garden View. Kids 17 & younger stay FREE.

  • Harborside Resort at Atlantis

    From $935.00+ (USD)

    Destination: Paradise Island
    One-Bedroom Deluxe Villa. $250 Instant Savings per booking. Complimentary Wi-Fi. Kids 11 & younger stay FREE. Ask about 50% off Dining Plan & Beverage credit offers.

  • Jewel Dunn's River Beach Resort & Spa

    From $1,085.00+ (USD)

    Destination: Ocho Rios
    Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Tamanu Beach

    From $1,892.00+ (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...

  • Sofitel Bora Bora Marara Beach Resort

    From $2,616.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Bora Bora Marara Beach Resort in a Superior Garden Bungalow, a 3,000...

  • Sofitel Bora Bora Private Island

    From $3,353.00+ (USD)

    Destination: Bora Bora
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Bora Bora Private Island in an Island Luxury Lodge, daily breakfast ...

  • Paradise Point Resort & Spa

    From $478.00+ (USD)

    Destination: San Diego
    Lanai Garden View. 4th night FREE. $75 off 4 night stay. Kids 17 & younger stay FREE. (Must be booked by 5/31/16).

  • Royal Kahana Maui by Outrigger

    From $597.00+ (USD)

    Destination: Kahana
    Includes FREE Wi-Fi. FREE parking. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Paradise Point Resort & Spa

    From $478.00+ (USD)

    Destination: San Diego
    Lanai Garden View. 4th night FREE. $75 off 4 night stay. Kids 17 & younger stay FREE. (Must be booked by 5/31/16).


  • Hotel Kia Ora Resort & Spa

    From $2,512.00+ (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.


  • Maitai Rangiroa

    From $2,142.00+ (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.


  • Tamanu Beach

    From $1,892.00+ (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...


  • Fiesta Americana Condesa Cancun All Inclusive Resort

    From $566.00+ (USD)

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

Plus sign (+) means taxes and fees are additional

 
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