• 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

  • Melia Madrid Princesa

    From $752.00+ (USD)

    Destination: Madrid
    Melia. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.

  • Grand Caribe Belize

    From $803.00+ (USD)

    Destination: Ambergris Caye
    One-Bedroom Ocean View. EXCLUSIVE $100 discount per booking.

  • Wynn Las Vegas

    From $365.00+ (USD)

    Destination: Las Vegas
    Deluxe Resort King. $100 resort credit. Complimentary self-parking. Ask about $200 resort credit for 5 nights or more.

  • Savoy

    From $1,062.00+ (USD)

    Destination: Rome
    Classic. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast.

  • OHANA Waikiki Malia

    From $645.00+ (USD)

    Destination: Waikiki
    City View. Includes buy one activity, get one activity FREE! Kids 17 & younger stay FREE.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,082.00+ (USD)

    Destination: Kaanapali
    Studio Island View. Includes FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Maitai Polynesia Bora Bora

    From $1,910.00+ (USD)

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

  • Grand Naniloa Hotel Hilo - a DoubleTree by Hilton

    From $640.00+ (USD)

    Destination: Hilo
    King. Includes buy one activity, get one activity FREE! FREE parking. Kids 17 & younger stay FREE.

  • CasaMagna Marriott Cancun Resort

    From $554.00+ (USD)

    Destination: Cancun
    Garden King. Reduced rate. One child 16 & younger stays FREE.

  • The Westin Mission Hills Resort Villas

    From $456.00+ (USD)

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

  • Four Seasons Resort Bora Bora

    From $4,314.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, roundtrip inter-island air on Air Tahiti and roundtrip airport transfer...

  • INNSIDE New York NoMad

    From $568.00+ (USD)

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

  • Grand Wailea

    From $986.00+ (USD)

    Destination: Wailea
    Deluxe Garden King. Includes buy one activity, get one activity FREE! Kids 17 & younger stay FREE.

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,391.00+ (USD)

    Destination: Ocho Rios
    Caribbean Deluxe Family Sized-King. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

  • Sandals South Coast

    From $1,203.00+ (USD)

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

  • Le Meridien Tahiti

    From $1,892.00+ (USD)

    Destination: Papeete
    Vacation includes: $500 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...

  • Sheraton Fiji Resort

    From $2,170.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Sheraton Fiji Resort in an Ocean Breeze Room, daily breakfast, meet & greet with shell l...

  • Four Points by Sheraton - French Quarter

    From $342.00+ (USD)

    Destination: New Orleans
    Traditional. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking.

  • Playa Los Arcos Hotel Beach Resort & Spa

    From $448.00+ (USD)

    Destination: Puerto Vallarta
    Superior. Kids 15 & younger stay FREE.

  • Riu Palace St. Martin

    From $947.00+ (USD)

    Destination: St. Martin
    Junior Suite Courtyard View. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Up to two Kids 5 & younger stay FREE.

  • Rumours Luxury Villas & Spa

    From $2,508.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Rumours Luxury Villas & Spa in a Beachside Romance Villa, complimentary breakfas...

  • Crusoe's Retreat

    From $1,587.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodation, two FREE nights, welcome tropical drink and welcome lei, tropical buffet breakfast daily, afternoon tea daily, meet ...

  • Harrah's New Orleans

    From $469.00+ (USD)

    Destination: New Orleans
    Classic King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking.

  • Aitutaki Lagoon Resort & Spa

    From $2,776.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $250 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by A...

  • InterContinental Bora Bora Le Moana Resort

    From $2,664.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, roundtrip inter-island air on Air Tahiti and roundtrip a...

  • Parco dei Principi Grand Hotel & Spa

    From $1,233.00+ (USD)

    Destination: Rome
    Superior. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. Daily buffet breakfast.

  • The Westin Playa Bonita

    From $711.00+ (USD)

    Destination: Playa Bonita
    Deluxe Green View. Includes daily breakfast for ALL. EXCLUSIVE $100 discount per booking. Kids 12 & younger stay FREE.

  • Sandals Halcyon Beach Resort & Spa

    From $1,647.00+ (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.

  • Maitai Rangiroa

    From $2,334.00+ (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 ...

  • Outrigger Reef Waikiki Beach Resort

    From $775.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages

  • Melia Madrid Princesa

    From $752.00+ (USD)

    Destination: Madrid
    Melia. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. FREE Wi-Fi.

  • Grand Caribe Belize

    From $803.00+ (USD)

    Destination: Ambergris Caye
    One-Bedroom Ocean View. EXCLUSIVE $100 discount per booking.

  • Wynn Las Vegas

    From $365.00+ (USD)

    Destination: Las Vegas
    Deluxe Resort King. $100 resort credit. Complimentary self-parking. Ask about $200 resort credit for 5 nights or more.

  • Savoy

    From $1,062.00+ (USD)

    Destination: Rome
    Classic. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Daily breakfast.

  • OHANA Waikiki Malia

    From $645.00+ (USD)

    Destination: Waikiki
    City View. Includes buy one activity, get one activity FREE! Kids 17 & younger stay FREE.

  • The Westin Ka'anapali Ocean Resort Villas

    From $1,082.00+ (USD)

    Destination: Kaanapali
    Studio Island View. Includes FREE Wi-Fi. Kids 17 & younger stay FREE.

  • Maitai Polynesia Bora Bora

    From $1,910.00+ (USD)

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

  • Grand Naniloa Hotel Hilo - a DoubleTree by Hilton

    From $640.00+ (USD)

    Destination: Hilo
    King. Includes buy one activity, get one activity FREE! FREE parking. Kids 17 & younger stay FREE.

  • CasaMagna Marriott Cancun Resort

    From $554.00+ (USD)

    Destination: Cancun
    Garden King. Reduced rate. One child 16 & younger stays FREE.

  • The Westin Mission Hills Resort Villas

    From $456.00+ (USD)

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

  • Four Seasons Resort Bora Bora

    From $4,314.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights accommodation in Bora Bora, daily breakfast for two, roundtrip inter-island air on Air Tahiti and roundtrip airport transfer...

  • INNSIDE New York NoMad

    From $568.00+ (USD)

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

  • Grand Wailea

    From $986.00+ (USD)

    Destination: Wailea
    Deluxe Garden King. Includes buy one activity, get one activity FREE! Kids 17 & younger stay FREE.

  • Beaches Ocho Rios A Spa, Golf & Waterpark Resort

    From $1,391.00+ (USD)

    Destination: Ocho Rios
    Caribbean Deluxe Family Sized-King. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.

  • Sandals South Coast

    From $1,203.00+ (USD)

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

  • Le Meridien Tahiti

    From $1,892.00+ (USD)

    Destination: Papeete
    Vacation includes: $500 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...

  • Sheraton Fiji Resort

    From $2,170.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking Savings, roundtrip airfare on Fiji Airways, 7 nights accommodation at Sheraton Fiji Resort in an Ocean Breeze Room, daily breakfast, meet & greet with shell l...

  • Four Points by Sheraton - French Quarter

    From $342.00+ (USD)

    Destination: New Orleans
    Traditional. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking.

  • Playa Los Arcos Hotel Beach Resort & Spa

    From $448.00+ (USD)

    Destination: Puerto Vallarta
    Superior. Kids 15 & younger stay FREE.

  • Riu Palace St. Martin

    From $947.00+ (USD)

    Destination: St. Martin
    Junior Suite Courtyard View. All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi. Up to two Kids 5 & younger stay FREE.

  • Rumours Luxury Villas & Spa

    From $2,508.00+ (USD)

    Destination: Rarotonga
    Vacation includes: $250 per booking Savings, roundtrip airfare on Air New Zealand, 5 nights accommodation at Rumours Luxury Villas & Spa in a Beachside Romance Villa, complimentary breakfas...

  • Crusoe's Retreat

    From $1,587.00+ (USD)

    Destination: Fiji
    Vacation includes: Roundtrip airfare on Fiji Airways, 5 nights accommodation, two FREE nights, welcome tropical drink and welcome lei, tropical buffet breakfast daily, afternoon tea daily, meet ...

  • Harrah's New Orleans

    From $469.00+ (USD)

    Destination: New Orleans
    Classic King. Exclusive $50 Off per booking. Stays of 5 nights or longer receive Exclusive $100 Off per booking.

  • Aitutaki Lagoon Resort & Spa

    From $2,776.00+ (USD)

    Destination: Aitutaki
    Vacation includes: $250 per booking Savings, roundtrip airfare from Los Angeles to Rarotonga on Air New Zealand, roundtrip airfare from Rarotonga to Aitutaki on Air New Zealand operated by A...

  • InterContinental Bora Bora Le Moana Resort

    From $2,664.00+ (USD)

    Destination: Bora Bora
    Vacation includes: Roundtrip airfare on Air Tahiti Nui, 5 nights hotel accommodation in Bora Bora, two FREE nights, daily breakfast, roundtrip inter-island air on Air Tahiti and roundtrip a...

  • Parco dei Principi Grand Hotel & Spa

    From $1,233.00+ (USD)

    Destination: Rome
    Superior. Includes EXCLUSIVE Complimentary Arrival Transfers for Two. Reduced rate. Daily buffet breakfast.

  • The Westin Playa Bonita

    From $711.00+ (USD)

    Destination: Playa Bonita
    Deluxe Green View. Includes daily breakfast for ALL. EXCLUSIVE $100 discount per booking. Kids 12 & younger stay FREE.

  • Sandals Halcyon Beach Resort & Spa

    From $1,647.00+ (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.

  • Maitai Rangiroa

    From $2,334.00+ (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 ...

  • Outrigger Reef Waikiki Beach Resort

    From $775.00+ (USD)

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

More

Plus sign (+) means taxes and fees are additional

Packages


  • Sheraton Kauai Resort

    From $805.00+ (USD)

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


  • Beaches Negril Resort & Spa

    From $1,634.00+ (USD)

    Destination: Negril
    Negril Deluxe - King Bed. Luxury Included Family Vacation. Includes all meals, unlimited premium spirits, activities and more. Save up to 65%. Up to $335 Instant Booking Bonus.


  • Moon Palace Jamaica Grande

    From $1,276.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room. Complimentary airport transfers.


  • Manava Suite Resort Tahiti

    From $2,116.00+ (USD)

    Destination: Papeete
    Vacation includes: $500 per booking Savings, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Manava Suite Resort Tahiti in a Garden Suite, and roundtrip airport transfers.


  • Hilton Moorea Lagoon Resort & Spa

    From $2,543.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 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...

Plus sign (+) means taxes and fees are additional

 
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