• 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

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,742.00+ (USD)

    Destination: Exuma
    BeachHouse Grande Luxe Walkout. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Gran Melia Rome Villa Agrippina

    From $1,676.00+ (USD)

    Destination: Rome
    Premium. $100 Off per booking. FREE breakfast. FREE Wi-Fi. Kids 12 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • Beaches Turks & Caicos Resort Villages & Spa

    From $2,019.00+ (USD)

    Destination: Providenciales
    French Village Luxury-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.

  • Hard Rock Hotel & Casino Punta Cana

    From $1,034.00+ (USD)

    Destination: Punta Cana
    Caribbean Suite - 1 King Bed. All-Inclusive includes all meals, drinks, activities and more. $500 Limitless resort credit per room.

  • Matachica Resort & Spa

    From $486.00+ (USD)

    Destination: Ambergris Caye
    Sea View Cabana. Daily breakfast.

  • Tamarindo Diria Beach Resort

    From $628.00+ (USD)

    Destination: Tamarindo
    Standard. Exclusive $100 Off per booking. Daily Breakfast. FREE Wi-Fi.

  • Hyatt Zilara Rose Hall

    From $947.00+ (USD)

    Destination: Montego Bay
    King. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,460.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

  • Villa del Palmar Flamingos Beach Resort & Spa

    From $378.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking. Ask about Honeymoon amenities. Stay 7 nights or longer and receive $200 Off per booking.

  • Sandals Negril Beach Resort & Spa

    From $1,099.00+ (USD)

    Destination: Negril
    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.

  • Waikiki Beach Marriott Resort & Spa

    From $755.00+ (USD)

    Destination: Waikiki
    City View. $100 Off per booking.Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Royalton Riviera Cancun

    From $628.00+ (USD)

    Destination: Cancun
    Luxury Junior Suite. All-In Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $150 resort credit. FREE Wi-Fi. Reduced rate for kids 12 & younger.

  • Aston Maui Kaanapali Villas

    From $817.00+ (USD)

    Destination: Kaanapali
    Hotel. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Sheraton Universal Hotel

    From $529.00+ (USD)

    Destination: Los Angeles
    Traditional King. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Manava Beach Resort & Spa û Moorea

    From $1,964.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast for two, inter-island transportation and all applicable transfers.

  • Starhotels Splendid Venice

    From $1,479.00+ (USD)

    Destination: Venice
    Superior. $100 Off per booking. FREE breakfast. Ask about Honeymoon amenities. Kids 11 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • Costa Rica Marriott

    From $715.00+ (USD)

    Destination: San Jose
    Deluxe. Exclusive $100 Off per booking. Daily breakfast. Kids 11 & younger stay FREE.

  • Secrets Papagayo Costa Rica

    From $864.00+ (USD)

    Destination: Guanacaste
    Bungalow Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • Villa del Palmar Beach Resort & Spa

    From $375.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking. Ask about Honeymoon amenities. Stay 7 nights or longer and receive $200 Off per booking.

  • Aston Islander on the Beach

    From $802.00+ (USD)

    Destination: Kapaa
    Garden View. $100 Off per booking. Complimentary parking. Kids 17 & younger stay FREE.

  • Encore at Wynn Las Vegas

    From $347.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. Includes $90 resort credit per room.

  • Majestic Colonial Punta Cana Beach Resort, Golf, Casino & Spa

    From $820.00+ (USD)

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

  • Secrets Puerto Los Cabos Golf & Spa Resort

    From $581.00+ (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. Exclusive $100 Off per booking.

  • Casa Marina - A Waldorf Astoria Resort

    From $560.00+ (USD)

    Destination: Key West
    Guest. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Manuia Beach Resort

    From $1,647.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.

  • Grotto Bay Beach Resort

    From $1,066.00+ (USD)

    Destination: Bermuda
    Superior Ocean View. Kids 16 & younger stay FREE.

  • The St. Regis Bora Bora

    From $4,103.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, roundtrip inter-island air and airport transfers.

  • Vahine Island - Private Island Resort

    From $3,259.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast and dinner, roundtrip inter-island air and airport transfers.

  • Occidental Tamarindo

    From $826.00+ (USD)

    Destination: Guanacaste
    Superior. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • Walt Disney World Dolphin

    From $669.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

More

Plus sign (+) means taxes and fees are additional

Packages

  • Sandals Emerald Bay Golf, Tennis & Spa Resort

    From $1,742.00+ (USD)

    Destination: Exuma
    BeachHouse Grande Luxe Walkout. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%.

  • Gran Melia Rome Villa Agrippina

    From $1,676.00+ (USD)

    Destination: Rome
    Premium. $100 Off per booking. FREE breakfast. FREE Wi-Fi. Kids 12 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • Beaches Turks & Caicos Resort Villages & Spa

    From $2,019.00+ (USD)

    Destination: Providenciales
    French Village Luxury-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.

  • Hard Rock Hotel & Casino Punta Cana

    From $1,034.00+ (USD)

    Destination: Punta Cana
    Caribbean Suite - 1 King Bed. All-Inclusive includes all meals, drinks, activities and more. $500 Limitless resort credit per room.

  • Matachica Resort & Spa

    From $486.00+ (USD)

    Destination: Ambergris Caye
    Sea View Cabana. Daily breakfast.

  • Tamarindo Diria Beach Resort

    From $628.00+ (USD)

    Destination: Tamarindo
    Standard. Exclusive $100 Off per booking. Daily Breakfast. FREE Wi-Fi.

  • Hyatt Zilara Rose Hall

    From $947.00+ (USD)

    Destination: Montego Bay
    King. Adults Only. All-Inclusive includes all meals, drinks, activities and more. Reduced rate. FREE Wi-Fi.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,460.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow,daily breakfast for t...

  • Villa del Palmar Flamingos Beach Resort & Spa

    From $378.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking. Ask about Honeymoon amenities. Stay 7 nights or longer and receive $200 Off per booking.

  • Sandals Negril Beach Resort & Spa

    From $1,099.00+ (USD)

    Destination: Negril
    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.

  • Waikiki Beach Marriott Resort & Spa

    From $755.00+ (USD)

    Destination: Waikiki
    City View. $100 Off per booking.Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Royalton Riviera Cancun

    From $628.00+ (USD)

    Destination: Cancun
    Luxury Junior Suite. All-In Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $150 resort credit. FREE Wi-Fi. Reduced rate for kids 12 & younger.

  • Aston Maui Kaanapali Villas

    From $817.00+ (USD)

    Destination: Kaanapali
    Hotel. Kids 17 & younger stay FREE. Ask about Honeymoon amenities.

  • Sheraton Universal Hotel

    From $529.00+ (USD)

    Destination: Los Angeles
    Traditional King. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Manava Beach Resort & Spa û Moorea

    From $1,964.00+ (USD)

    Destination: Moorea
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Moorea, daily breakfast for two, inter-island transportation and all applicable transfers.

  • Starhotels Splendid Venice

    From $1,479.00+ (USD)

    Destination: Venice
    Superior. $100 Off per booking. FREE breakfast. Ask about Honeymoon amenities. Kids 11 & younger stay FREE. Stays of 5 nights or longer receive $150 Off per booking.

  • Costa Rica Marriott

    From $715.00+ (USD)

    Destination: San Jose
    Deluxe. Exclusive $100 Off per booking. Daily breakfast. Kids 11 & younger stay FREE.

  • Secrets Papagayo Costa Rica

    From $864.00+ (USD)

    Destination: Guanacaste
    Bungalow Suite Tropical View Double. Adults Only. Unlimited-Luxury includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort coupon per room.

  • Villa del Palmar Beach Resort & Spa

    From $375.00+ (USD)

    Destination: Puerto Vallarta
    Junior Suite. Exclusive $100 Off per booking. Ask about Honeymoon amenities. Stay 7 nights or longer and receive $200 Off per booking.

  • Aston Islander on the Beach

    From $802.00+ (USD)

    Destination: Kapaa
    Garden View. $100 Off per booking. Complimentary parking. Kids 17 & younger stay FREE.

  • Encore at Wynn Las Vegas

    From $347.00+ (USD)

    Destination: Las Vegas
    Resort Suite King. Includes $90 resort credit per room.

  • Majestic Colonial Punta Cana Beach Resort, Golf, Casino & Spa

    From $820.00+ (USD)

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

  • Secrets Puerto Los Cabos Golf & Spa Resort

    From $581.00+ (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. Exclusive $100 Off per booking.

  • Casa Marina - A Waldorf Astoria Resort

    From $560.00+ (USD)

    Destination: Key West
    Guest. Exclusive $50 Off per booking. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

  • Manuia Beach Resort

    From $1,647.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation, daily tropical buffet breakfast, and roundtrip airport transfers.

  • Grotto Bay Beach Resort

    From $1,066.00+ (USD)

    Destination: Bermuda
    Superior Ocean View. Kids 16 & younger stay FREE.

  • The St. Regis Bora Bora

    From $4,103.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, one FREE night, daily breakfast, roundtrip inter-island air and airport transfers.

  • Vahine Island - Private Island Resort

    From $3,259.00+ (USD)

    Destination: Tahaa
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Taha'a, daily breakfast and dinner, roundtrip inter-island air and airport transfers.

  • Occidental Tamarindo

    From $826.00+ (USD)

    Destination: Guanacaste
    Superior. All-Inclusive includes all meals, drinks, snacks, activities and more.

  • Walt Disney World Dolphin

    From $669.00+ (USD)

    Destination: Lake Buena Vista
    Run of House. Exclusive $50 Off per booking. Reduced rate. Kids 17 & younger stay FREE. Stays of 5 nights or longer receive exclusive $100 Off per booking.

More

Plus sign (+) means taxes and fees are additional

Packages


  • INNSIDE New York NoMad

    From $811.00+ (USD)

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


  • InterContinental Bora Bora Le Moana Resort

    From $3,344.00+ (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...


  • Dreams Delight Playa Bonita Panama

    From $755.00+ (USD)

    Destination: Playa Bonita
    Run of House. Defined Delights includes all meals, drinks, snacks, activities and more. Exclusive $100 Off per booking. $200 resort credit per room. FREE Wi-Fi.


  • Sandals Halcyon Beach Resort & Spa

    From $1,575.00+ (USD)

    Destination: St. Lucia
    Grand Lux Club Walkout with Patio. Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Up to $635 Instant Booking Bonus.


  • The Royal Hawaiian, a Luxury Collection Resort

    From $922.00+ (USD)

    Destination: Waikiki
    Historic. $100 Off per booking. Includes daily breakfast buffet at Surf Lanai Restaurant for up to two people per room. Includes 15% Spa discount. Kids 17 & younger stay FREE.

Plus sign (+) means taxes and fees are additional

 
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