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 Royal Barbados

    From $2,003.00+ (USD)

    Destination: Barbados
    Royal Seaside One-Bedroom Ocean Butler Suite. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Sea Change Villas

    From $1,929.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation,a bottle of wine along with beers on arrival, an arrival self-cater breakfast pack,...

  • Maitai Rangiroa

    From $2,807.00+ (USD)

    Destination: Rangiroa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Rangiroa, daily breakfast, one 6-tank dive package per person, roundtrip inter-island air on Air Tahiti and ...

  • Sandals Montego Bay

    From $1,056.00+ (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.

  • Breathless Cabo San Lucas Resort & Spa

    From $660.00+ (USD)

    Destination: Cabo San Lucas
    Allure Suite Double Marina View. Adults only. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking.

  • San Juan Marriott Resort & Stellaris Casino

    From $590.00+ (USD)

    Destination: San Juan
    City View. FREE Wi-Fi and more. Kids 17 & younger stay FREE.

  • Paradisus Playa del Carmen La Perla

    From $533.00+ (USD)

    Destination: Cancun
    Paradisus Suite. Adults only. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Sheraton Maui Resort & Spa

    From $819.00+ (USD)

    Destination: Kaanapali
    Resort View. Reduced rates. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Trump International Hotel Waikiki

    From $1,023.00+ (USD)

    Destination: Waikiki
    Superior Studio City View. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The Westin St. Francis San Francisco on Union Square

    From $674.00+ (USD)

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

  • Manava Suite Resort Tahiti

    From $1,327.00+ (USD)

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

  • InterContinental Bora Bora Le Moana Resort

    From $2,888.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, one complimentary 2-course dinner for two at Noa Noa res...

  • Halekulani

    From $1,296.00+ (USD)

    Destination: Waikiki
    Garden Courtyard View King. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Tokoriki Island Resort

    From $4,904.00+ (USD)

    Destination: Fiji
    Vacation includes: $400 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Tokoriki Island Resort in a Beachfront Pool Villa, big Bula welcome, Tokoriki lei on arr...

  • The St. Regis Punta Mita Resort

    From $766.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Garden View. Exclusive $100 Off per booking. Up to 2 Kids 17 & younger stay FREE.

  • Aloft Boston Seaport

    From $538.00+ (USD)

    Destination: Boston
    King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. FREE Wi-Fi. Kids 17 & younger stay FREE.

  • InterContinental Bora Bora Le Moana Resort

    From $3,782.00+ (USD)

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

  • Garza Blanca Preserve Resort & Spa

    From $451.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe. Exclusive $100 Off per booking. FREE Wi-Fi. Ask about Kids 12 & younger stay FREE.

  • Le Meridien Tahiti

    From $2,154.00+ (USD)

    Destination: Papeete
    Vacation includes: $400 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Le Meridien Tahiti in a Deluxe Partial Ocean View Room, and roundtrip airport trans...

  • Hotel Mousai

    From $681.00+ (USD)

    Destination: Puerto Vallarta
    Mousai Suite. Adults only. Exclusive $100 Off per booking. Reduced rate.

  • Victoria House

    From $959.00+ (USD)

    Destination: Ambergris Caye
    State. Daily breakfast. FREE Wi-Fi.

  • The Westin Maui Resort & Spa

    From $998.00+ (USD)

    Destination: Kaanapali
    Mountain View. Reduced rates. Kids 17 & younger stay FREE.

  • Moon Palace Cancun

    From $897.00+ (USD)

    Destination: Cancun
    Deluxe Resort View/Limited. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $500 resort credit per room, per stay. FREE Wi-Fi.

  • The Ritz-Carlton Residences, Waikiki Beach

    From $1,229.00+ (USD)

    Destination: Waikiki
    Studio Ocean View. Reduced rates. Complimentary welcome drink. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • The Royal Playa del Carmen

    From $610.00+ (USD)

    Destination: Cancun
    Royal Junior Suite. Adults only. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. FREE Wi-Fi.

  • Sandals Royal Plantation

    From $1,162.00+ (USD)

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

  • Hilton Moorea Lagoon Resort & Spa

    From $2,825.00+ (USD)

    Destination: Moorea
    Vacation includes: $400 per booking Savings,roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Hilton Moorea Lagoon Resort & Spa in a Garden Pool Bungalow, daily breakfast, inter-i...

  • InterContinental Moorea Resort & Spa

    From $2,657.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Moorea, two FREE nights, daily breakfast, one 6 dive package per person, roundtrip inter-island transportation...

  • Dreams Riviera Cancun Resort & Spa

    From $504.00+ (USD)

    Destination: Cancun
    Run of the House. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more. Exclusive $100 Off per booking. $200 in resort coupons per room.

  • Hyatt Regency Waikiki Beach Resort and Spa

    From $839.00+ (USD)

    Destination: Waikiki
    Waikiki View King. Connecting rooms available upon request. Kids 18 & younger stay FREE. Ask about Honeymoon amenities.

More

Plus sign (+) means taxes and fees are additional

Packages


  • New York Marriott Marquis

    From $912.00+ (USD)

    Destination: New York
    Deluxe - King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Kids 17 & younger stay FREE.


  • Kauai Marriott Resort

    From $741.00+ (USD)

    Destination: Lihue
    Garden View. $50.00 food & beverage credit per room per stay. 10% discount at Alexander Day Spa and Salon. One-day complimentary pool cabana per room per stay. Kids 17 & younger stay FREE.


  • Aloft Boston Seaport

    From $538.00+ (USD)

    Destination: Boston
    King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. FREE Wi-Fi. Kids 17 & younger stay FREE.


  • InterContinental Bora Bora Le Moana Resort

    From $2,888.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, one complimentary 2-course dinner for two at Noa Noa res...


  • Wailea Beach Resort - Marriott, Maui

    From $1,032.00+ (USD)

    Destination: Wailea
    Garden View. Includes a double upgrade to Premium Ocean View. Connecting rooms available upon request. FREE Wi-Fi. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

Plus sign (+) means taxes and fees are additional

 
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