• 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

  • Dreams Delight Playa Bonita Panama

    From $718.00+ (USD)

    Destination: Playa Bonita
    Delight Double Partial Ocean. Defined Delights includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room. FREE Wi-Fi.

  • Sheraton San Diego Hotel & Marina

    From $546.00+ (USD)

    Destination: San Diego
    Deluxe Marina King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Reduced rate. Kids 17 & younger stay FREE.

  • The Cosmopolitan of Las Vegas

    From $688.00+ (USD)

    Destination: Las Vegas
    City View. Kids 17 & younger stay FREE.

  • InterContinental Tahiti Resort & Spa

    From $2,064.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.

  • Fiji Hideaway Resort & Spa

    From $1,756.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 6 nights accommodation at Fiji Hideaway Resort & Spa in a Frangipani Bure, two FREE nights and daily breakfast, a ...

  • Crown Beach Resort & Spa

    From $1,979.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, daily tropical buffet breakfast with daily changing hot options, a NZD300 food & beverage & ...

  • Hotel Palazzo Giovanelli & Gran Canal

    From $863.00+ (USD)

    Destination: Venice
    Superior. Includes American breakfast for ALL.

  • Sunscape Dorado Pacifico Ixtapa

    From $783.00+ (USD)

    Destination: Ixtapa and Zihuatanejo
    Deluxe Partial Ocean View. Unlimited-Fun includes all meals, drinks, snacks, activities and more. $200 resort coupon per room. FREE Wi-Fi.

  • Sandals Montego Bay

    From $1,059.00+ (USD)

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

  • 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.

  • Aulani, Disney Vacation Club Villas

    From $1,678.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Majestic Mirage Punta Cana

    From $985.00+ (USD)

    Destination: Punta Cana
    Club One Bedroom Suite. All-Inclusive includes all meals, drinks, activities and more. Club Level receieves personalized check-in with butler and tour, complimentary late check-out & more.

  • Aulani, A Disney Resort & Spa

    From $1,148.00+ (USD)

    Destination: Oahu
    Standard View. Kids 17 & younger stay FREE.

  • Riu Playacar

    From $1,038.00+ (USD)

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

  • Maitai Rangiroa

    From $2,058.00+ (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.

  • Harrah's Lake Tahoe

    From $343.00+ (USD)

    Destination: Lake Tahoe
    Value Non Smoking. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $1,082.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, activities and more. Includes a $50 spending credit per day, per room.

  • Waikiki Resort Hotel

    From $648.00+ (USD)

    Destination: Waikiki
    Standard. Kids 17 & younger stay FREE.

  • Kaanapali Beach Hotel

    From $660.00+ (USD)

    Destination: Kaanapali
    Garden View.

  • Holiday Inn Resort Waikiki Beachcomber

    From $658.00+ (USD)

    Destination: Waikiki
    Limited View. Kids 19 & younger stay FREE.

  • St. Kitts Marriott Resort & The Royal Beach Casino

    From $1,019.00+ (USD)

    Destination: St. Kitts
    Garden View. Kids 12 & younger stay FREE.

  • Real InterContinental San Jose - Costa Rica

    From $657.00+ (USD)

    Destination: Costa Rica
    Deluxe. Daily buffet breakfast is included for ALL. Exclusive $100 Off per booking. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • 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.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,455.00+ (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, ...

  • Sandals Halcyon Beach Resort & Spa

    From $1,463.00+ (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.

  • IBEROSTAR Bavaro Suites

    From $675.00+ (USD)

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

  • Conrad Bora Bora Nui

    From $3,293.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,426.00+ (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.

  • 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.

  • Mauna Kea Beach Hotel

    From $1,286.00+ (USD)

    Destination: Kohala Coast
    Golf Vista Deluxe. Two rounds of golf. FREE parking. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages

  • Dreams Delight Playa Bonita Panama

    From $718.00+ (USD)

    Destination: Playa Bonita
    Delight Double Partial Ocean. Defined Delights includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room. FREE Wi-Fi.

  • Sheraton San Diego Hotel & Marina

    From $546.00+ (USD)

    Destination: San Diego
    Deluxe Marina King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Reduced rate. Kids 17 & younger stay FREE.

  • The Cosmopolitan of Las Vegas

    From $688.00+ (USD)

    Destination: Las Vegas
    City View. Kids 17 & younger stay FREE.

  • InterContinental Tahiti Resort & Spa

    From $2,064.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.

  • Fiji Hideaway Resort & Spa

    From $1,756.00+ (USD)

    Destination: Fiji
    Vacation includes: $200 per booking Savings, roundtrip airfare on Fiji Airways, 6 nights accommodation at Fiji Hideaway Resort & Spa in a Frangipani Bure, two FREE nights and daily breakfast, a ...

  • Crown Beach Resort & Spa

    From $1,979.00+ (USD)

    Destination: Rarotonga
    Vacation includes: Roundtrip airfare on Air New Zealand, 5 nights accommodation, one FREE night, daily tropical buffet breakfast with daily changing hot options, a NZD300 food & beverage & ...

  • Hotel Palazzo Giovanelli & Gran Canal

    From $863.00+ (USD)

    Destination: Venice
    Superior. Includes American breakfast for ALL.

  • Sunscape Dorado Pacifico Ixtapa

    From $783.00+ (USD)

    Destination: Ixtapa and Zihuatanejo
    Deluxe Partial Ocean View. Unlimited-Fun includes all meals, drinks, snacks, activities and more. $200 resort coupon per room. FREE Wi-Fi.

  • Sandals Montego Bay

    From $1,059.00+ (USD)

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

  • 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.

  • Aulani, Disney Vacation Club Villas

    From $1,678.00+ (USD)

    Destination: Oahu
    Two Bedroom Villa. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Majestic Mirage Punta Cana

    From $985.00+ (USD)

    Destination: Punta Cana
    Club One Bedroom Suite. All-Inclusive includes all meals, drinks, activities and more. Club Level receieves personalized check-in with butler and tour, complimentary late check-out & more.

  • Aulani, A Disney Resort & Spa

    From $1,148.00+ (USD)

    Destination: Oahu
    Standard View. Kids 17 & younger stay FREE.

  • Riu Playacar

    From $1,038.00+ (USD)

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

  • Maitai Rangiroa

    From $2,058.00+ (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.

  • Harrah's Lake Tahoe

    From $343.00+ (USD)

    Destination: Lake Tahoe
    Value Non Smoking. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Grand Fiesta Americana Los Cabos All Inclusive Resort & Spa

    From $1,082.00+ (USD)

    Destination: Cabo San Lucas
    Deluxe King. All-Inclusive includes all meals, drinks, activities and more. Includes a $50 spending credit per day, per room.

  • Waikiki Resort Hotel

    From $648.00+ (USD)

    Destination: Waikiki
    Standard. Kids 17 & younger stay FREE.

  • Kaanapali Beach Hotel

    From $660.00+ (USD)

    Destination: Kaanapali
    Garden View.

  • Holiday Inn Resort Waikiki Beachcomber

    From $658.00+ (USD)

    Destination: Waikiki
    Limited View. Kids 19 & younger stay FREE.

  • St. Kitts Marriott Resort & The Royal Beach Casino

    From $1,019.00+ (USD)

    Destination: St. Kitts
    Garden View. Kids 12 & younger stay FREE.

  • Real InterContinental San Jose - Costa Rica

    From $657.00+ (USD)

    Destination: Costa Rica
    Deluxe. Daily buffet breakfast is included for ALL. Exclusive $100 Off per booking. Kids 12 & younger stay FREE. FREE Wi-Fi.

  • 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.

  • Sofitel Bora Bora Marara Beach Resort

    From $2,455.00+ (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, ...

  • Sandals Halcyon Beach Resort & Spa

    From $1,463.00+ (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.

  • IBEROSTAR Bavaro Suites

    From $675.00+ (USD)

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

  • Conrad Bora Bora Nui

    From $3,293.00+ (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.

  • Hilton Moorea Lagoon Resort & Spa

    From $2,426.00+ (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.

  • 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.

  • Mauna Kea Beach Hotel

    From $1,286.00+ (USD)

    Destination: Kohala Coast
    Golf Vista Deluxe. Two rounds of golf. FREE parking. Kids 17 & younger stay FREE.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Tamarindo Diria Beach Resort

    From $646.00+ (USD)

    Destination: Tamarindo
    Superior. Includes daily buffet breakfast for ALL. Exclusive $100 Off per booking. FREE Wi-Fi.


  • Kaanapali Beach Hotel

    From $660.00+ (USD)

    Destination: Kaanapali
    Garden View.


  • INNSIDE New York NoMad

    From $580.00+ (USD)

    Destination: New York
    Guest. Exclusive $50 Off per booking. Stays of 5 nights or longer receive exclusive $100 Off per booking. Complimentary mini bar. FREE Wi-Fi.


  • Manava Suite Resort Tahiti

    From $1,681.00+ (USD)

    Destination: Papeete
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 night hotel accommodation in Tahiti, and roundtrip transfers.


  • Sheraton Kauai Resort

    From $1,048.00+ (USD)

    Destination: Poipu
    Garden View. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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