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

  • The Westin Copley Place Boston

    From $756.50+ (USD)

    Destination: Boston
    Traditional King. Marriott Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • Sandals South Coast

    From $1,163.50+ (USD)

    Destination: Savanna La Mar
    Luxury Beachfront. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Grand Hyatt Tokyo

    From $1,735.00+ (USD)

    Destination: Japan
    King. Exclusive $100 Off per booking. Stays of 5 nights or longer receive $150 Off per booking.

  • Grand Palladium Costa Mujeres Resort & Spa

    From $585.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more.Up to $200 instant savings per booking. $1,500 Resort Credit.

  • InterContinental Bora Bora Le Moana Resort

    From $3,330.00+ (USD)

    Destination: Bora Bora
    Roundtrip airfare on Air Tahiti Nui. Overwater Lagoon Junior Suite Bungalow. Two FREE nights and daily breakfast. Roundtrip inter-island air on Air Tahiti. Roundtrip airport transfers.

  • Sheraton Boston Hotel

    From $469.50+ (USD)

    Destination: Boston
    Queen. Marriott Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking. Reduced rates.

  • Panama Jack Resorts Cancun - All Inclusive

    From $748.00+ (USD)

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

  • Riu Palace Punta Cana

    From $787.00+ (USD)

    Destination: Punta Cana
    Junior Suite. All-Inclusive includes all meals, drinks, activities and more. $35 spa credit per adult.

  • Sheraton Puerto Rico Hotel & Casino

    From $508.50+ (USD)

    Destination: San Juan
    Traditional.

  • Fiesta Americana Cozumel All Inclusive

    From $660.00+ (USD)

    Destination: Cozumel
    Deluxe Ocean View Double. All-Inclusive includes all meals, drinks, snacks, activities and more. Up to $200 instant savings per booking.

  • InterContinental Tahiti Resort & Spa

    From $2,579.00+ (USD)

    Destination: Tahiti
    $400 per booking Savings. Roundtrip airfare on Air Tahiti Nui. Panoramic Garden Room. Roundtrip airport transfers.

  • LUXE ROSE GARDEN HOTEL ROMA

    From $1,023.00+ (USD)

    Destination: Rome
    Superior. Daily breakfast included. Reduced rates.

  • Hotel Palazzo Giovanelli & Gran Canal

    From $1,513.00+ (USD)

    Destination: Venice
    Junior Suite. Includes daily buffet breakfast. Complimentary dinner in a typical Venetian restaurant with a three-course menu (beverages excluded).

  • Secrets Puerto Los Cabos All-Inclusive

    From $729.50+ (USD)

    Destination: Cabo San Lucas
    Junior Suite Garden View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, 24-hour room service, activities and more.

  • San Francisco Marriott Marquis

    From $1,049.00+ (USD)

    Destination: San Francisco
    King Guest. Marriott Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • H10 Casa de la Plata

    From $837.00+ (USD)

    Destination: Seville
    Atrium Double. Daily breakfast included. Reduced rates.

  • InterContinental Moorea Resort & Spa

    From $1,908.00+ (USD)

    Destination: Moorea
    Roundtrip airfare on Air Tahiti Nui. Lanai Room. Two FREE nights and daily breakfast. Roundtrip inter-island transportation. All applicable transfers.

  • Villa del Palmar Los Cabos

    From $456.50+ (USD)

    Destination: Cabo San Lucas
    Junior Suite. Up to $200 instant savings per booking.

  • El Mangroove, Autograph Collection

    From $776.50+ (USD)

    Destination: Guanacaste
    Bark Suite. Exclusive $100 OFF per booking. Daily breakfast included.

  • Riu Palace Mexico

    From $648.00+ (USD)

    Destination: Cancun
    Junior Suite. All-Inclusive includes all meals, drinks, snacks, activities and more. Up to $200 instant savings per booking. $35 spa credit per adult.

  • Maitai Rangiroa

    From $2,660.00+ (USD)

    Destination: Rangiroa
    Roundtrip airfare on Air Tahiti Nui. Garden Bungalow. Daily breakfast. One 6-tank dive package per person. Roundtrip inter-island air on Air Tahiti. Roundtrip airport transfers.

  • Sandals Grenada Resort & Spa

    From $1,760.50+ (USD)

    Destination: Grenada
    Lover's Lagoon Hideaway Junior Suite with Balcony Tranquility Soaking Tub. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Moon Palace Jamaica

    From $1,337.50+ (USD)

    Destination: Ocho Rios
    Deluxe Resort View. All-Inclusive includes all meals, drinks, activities and more. $500 resort coupon per room. Complimentary Airport Transfers.

  • Sandals Regency La Toc Golf Resort & Spa

    From $1,427.50+ (USD)

    Destination: St. Lucia
    Emerald Honeymoon Hideaway Grande Luxe. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • JW Marriott Marco Island Beach Resort

    From $812.00+ (USD)

    Destination: Marco Island
    Tropical Resort View. Marriott Exclusive $50 Off per booking. Stays of 5 nights or longer receive $100 Off per booking.

  • Grand Caribe Belize

    From $952.00+ (USD)

    Destination: Ambergris Caye
    One Bedroom Ocean View. Exclusive $100 OFF per booking.

  • Melia Nassau Beach All Inclusive

    From $805.00+ (USD)

    Destination: Nassau
    Classic Double Island View. All-Inclusive includes all meals, drinks, activities and more.

  • Arenal Kioro Suites & Spa

    From $783.50+ (USD)

    Destination: Arenal
    Suite. Exclusive $100 OFF per booking. Daily breakfast included.

  • Crown Beach Resort & Spa

    From $1,699.00+ (USD)

    Destination: Rarotonga
    $250 per booking Savings. Roundtrip airfare on Air New Zealand. One Bedroom Villa. Welcome drink on arrival. Daily tropical buffet breakfast with daily changing hot options.

  • Koro Sun Resort & Rainforest Spa

    From $2,612.00+ (USD)

    Destination: Fiji
    $400 per booking Savings. Roundtrip airfare on Fiji Airways. Roundtrip airfare from Nadi to Savusavu on Fiji Airways operated by Fiji Link. Garden Bure. Daily continental breakfast.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Peace Lodge

    From $1,116.50+ (USD)

    Destination: San Jose
    Standard Guest. Exclusive $100 OFF per booking.


  • Occidental Tamarindo

    From $737.50+ (USD)

    Destination: Guanacaste
    Superior. All-Inclusive includes all meals, drinks, snacks, activities and more. Exclusive $100 OFF per booking.


  • InterContinental Moorea Resort & Spa

    From $2,939.00+ (USD)

    Destination: Moorea
    $400 per booking Savings. Roundtrip airfare on Air Tahiti Nui. Garden Pool Junior Suite Bungalow. Two FREE nights and daily breakfast. Roundtrip inter-island transportation.


  • The Brando

    From $7,460.00+ (USD)

    Destination: Tetiaroa
    Roundtrip airfare from Papeete on Air Tetiaroa. 1 Bedroom Villa. All meals (premium items available at an additional charge).


  • Grand Hyatt Kauai Resort and Spa

    From $1,708.00+ (USD)

    Destination: Poipu
    One King Bed. Receive a FREE two-category car rental upgrade from Midsize to Convertible, Jeep, Luxury or SUV. Daily breakfast buffet for two.

Plus sign (+) means taxes and fees are additional

 
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