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 Negril Beach Resort & Spa

    From $1,425.00+ (USD)

    Destination: Negril
    Caribbean Beachfront Walkout Grande Luxe Club Level. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Villa del Palmar Beach Resort and Spa

    From $407.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Ask about Honeymoon amenities.

  • Sandals Ochi Beach Resort

    From $1,022.00+ (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.

  • Palazzo Sant'Angelo sul Canal Grande

    From $804.00+ (USD)

    Destination: Venice
    Classic. Includes daily buffet breakfast. 3rd night FREE. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • The St. Regis Princeville Resort

    From $1,532.00+ (USD)

    Destination: Princeville
    Mountain Garden View. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Kaanapali Alii

    From $1,297.00+ (USD)

    Destination: Kaanapali
    One Bedroom Garden View. FREE 3 Day ECONOMY Car! FREE Parking.

  • Royal Kona Resort

    From $597.00+ (USD)

    Destination: Kailua-Kona
    Standard. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Fairmont Southampton

    From $892.00+ (USD)

    Destination: Bermuda
    Moderate King. 3rd night FREE. FREE ferry service to dock at Albuoy's Point in downtown city of Hamilton.

  • Sandals Inn

    From $818.00+ (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.

  • Ka'anapali Beach Hotel

    From $822.00+ (USD)

    Destination: Kaanapali
    Garden View. FREE 3 Day ECONOMY Car!

  • Riu Palace Antillas

    From $1,303.00+ (USD)

    Destination: Aruba
    Junior Suite Ocean View. Adults Only. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Eden Roc Resort Miami Beach

    From $1,168.00+ (USD)

    Destination: Miami Beach
    Deluxe King Legendary Tower. Reduced rates. Kids 11 & younger stay FREE. Ask about kids eat FREE.

  • H10 Metropolitan

    From $892.00+ (USD)

    Destination: Barcelona
    Double. Includes daily buffet breakfast. Reduced rate. FREE Wi-Fi.

  • Turtle Bay Resort

    From $1,010.00+ (USD)

    Destination: Oahu
    Partial Ocean View King. Kids 17 & younger stay FREE.

  • Luxury Bahia Principe Akumal Don Pablo Collection

    From $608.00+ (USD)

    Destination: Cancun
    Junior Suite Superior. All-Inclusive includes all meals, drinks, snacks, activities and more. Ask about Honeymoon amenities. FREE one hour snorkel and bike rental. FREE Wi-Fi.

  • The Westin Paris Vendome

    From $1,054.00+ (USD)

    Destination: Paris
    Superior. Includes daily buffet breakfast. Reduced rate. FREE Wi-Fi.

  • Kauai Marriott Resort

    From $880.00+ (USD)

    Destination: Lihue
    Garden View. FREE 3 Day ECONOMY Car! $50 food & beverage credit per room, per stay. 10% discount at Alexander Day Spa and Salon. One-day complimentary pool cabana per room, per stay.

  • Hard Rock Hotel & Casino Punta Cana

    From $1,063.00+ (USD)

    Destination: Punta Cana
    Caribbean Suite - 1 King Bed. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Ask about Double Limitless Resort Credit.

  • HOTEL BERNINI PALACE

    From $1,149.00+ (USD)

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

  • Beaches Turks & Caicos Resort Villages & Spa

    From $1,440.00+ (USD)

    Destination: Providenciales
    Caribbean Deluxe - King bed . Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $355 Instant Booking Bonus.

  • Sheraton Maui Resort & Spa

    From $1,014.00+ (USD)

    Destination: Kaanapali
    Resort View. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.

  • Sandals Royal Bahamian Spa Resort & Offshore Island

    From $1,422.00+ (USD)

    Destination: Cable Beach
    Windsor Grande Luxe Club Junior Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Sheraton Vistana Villages Resort Villas

    From $390.00+ (USD)

    Destination: Orlando
    One Bedroom Villa. Reduced rate. FREE parking and shuttle service to theme parks.

  • Harrah's Reno

    From $328.00+ (USD)

    Destination: Reno
    Value. FREE airport shuttle.

  • Royal Lahaina Resort

    From $892.00+ (USD)

    Destination: Kaanapali
    Tower Standard. FREE 3 Day ECONOMY Car! FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Hotel Brunelleschi

    From $1,025.00+ (USD)

    Destination: Florence
    Superior Executive. Includes daily buffet breakfast. 3rd night FREE.

  • Villa del Palmar Cancun Beach Resort & Spa

    From $431.00+ (USD)

    Destination: Cancun
    Deluxe Garden View.

  • Fairmont Kea Lani, Maui

    From $1,226.00+ (USD)

    Destination: Wailea
    Fairmont Garden View. FREE 3 Day ECONOMY Car! Complimentary welcome drink and lei greeting. Kids 18 & younger stay FREE.

  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,334.00+ (USD)

    Destination: Waikiki
    Studio Ocean View. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Barcelo Puerto Vallarta

    From $529.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Studio. All-Inclusive includes all meals, drinks, snacks, activities and more. Reduced rate. $500 resort discounts per room.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sandals Halcyon Beach Resort & Spa

    From $1,390.00+ (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.


  • Paradisus Playa del Carmen La Perla

    From $741.00+ (USD)

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


  • The St. Regis Princeville Resort

    From $1,532.00+ (USD)

    Destination: Princeville
    Mountain Garden View. FREE 3 Day ECONOMY Car! Kids 17 & younger stay FREE.


  • The Cosmopolitan of Las Vegas

    From $568.00+ (USD)

    Destination: Las Vegas
    City View. Kids 17 & younger stay FREE. Ask about 4th night FREE.


  • Beaches Turks & Caicos Resort Villages & Spa

    From $1,440.00+ (USD)

    Destination: Providenciales
    Caribbean Deluxe - King bed . Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $355 Instant Booking Bonus.

Plus sign (+) means taxes and fees are additional

 
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