• 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

  • The St. Regis Princeville Resort

    From $1,273.00+ (USD)

    Destination: Princeville
    Kids 17 & younger stay FREE.

  • OHANA Waikiki Malia

    From $658.00+ (USD)

    Destination: Waikiki
    Includes $125 EXCLUSIVE savings per booking. Kids 17 & younger stay FREE.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,308.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow, a 3,000 xpf res...

  • Yasawa Island Resort & Spa

    From $4,038.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arriv...

  • Sheraton Maui Resort & Spa

    From $778.00+ (USD)

    Destination: Kaanapali
    Kids 17 & younger stay FREE.

  • Grand Bahia Principe La Romana

    From $596.00+ (USD)

    Destination: La Romana
    Junior Suite. All-Inclusive includes all meal, drinks, activities and more.

  • The Cosmopolitan of Las Vegas

    From $477.00+ (USD)

    Destination: Las Vegas
    Kids 17 & younger stay FREE. $150 resort credit per stay.

  • Riu Palace St. Martin

    From $988.00+ (USD)

    Destination: St. Martin
    All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Sandals Royal Caribbean Resort & Private Island

    From $1,330.00+ (USD)

    Destination: Montego Bay
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Catamaran Cruise for two. Up to $605 Instant Air Credit.

  • Riu Palace Tropical Bay

    From $1,044.00+ (USD)

    Destination: Negril
    All-Inclusive includes all meals, drinks, activities and more.$35 spa credit per adult (18 years and older), per stay on Renova Combination massage of 80 minutes.

  • Tikehau Pearl Beach Resort

    From $2,512.00+ (USD)

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

  • Secrets Royal Beach Punta Cana

    From $881.00+ (USD)

    Destination: Punta Cana
    Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. $200 in resort coupons per room.

  • Moon Palace Jamaica Grande

    From $1,385.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room. Ask about Kids 12 & younger stay, play and eat FREE.

  • Tokoriki Island Resort

    From $3,122.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Tokoriki Island Resort in a Beachfront Bure, choice of a complimentary Beach Wedding o...

  • Hideaway at Royalton Riviera Cancun

    From $676.00+ (USD)

    Destination: Cancun
    Luxury Junior Suite. Adults Only. All-In Luxury includes all meals, drinks, activities and more. $150 resort credit. Complimentary Wi-Fi.

  • The Royal Playa del Carmen

    From $592.00+ (USD)

    Destination: Cancun
    Royal Junior Suite. Adults Only. All-inclusive includes all meals, drinks, activities and more. Exclusive $100 savings per booking.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $708.00+ (USD)

    Destination: Kailua-Kona
    Includes $125 EXCLUSIVE savings per booking. Kids 17 & younger stay FREE.

  • Mawamba Lodge

    From $750.00+ (USD)

    Destination: Tortuguero
    Includes one night hotel in San Jose with transportation to and from the lodge. All meals, select tours & activities and more.

  • Tikehau Pearl Beach Resort

    From $3,081.00+ (USD)

    Destination: Tikehau
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights hotel accommodation at Tikehau Pearl Beach Resort in an Overwater Bungalow, daily breakfast for two...

  • Sheraton Kauai Resort

    From $774.00+ (USD)

    Destination: Poipu
    Kids 17 & younger stay FREE.

  • The Westin Maui Resort & Spa

    From $816.00+ (USD)

    Destination: Kaanapali
    Kids 17 & younger stay FREE.

  • Coco Beach Resort

    From $846.00+ (USD)

    Destination: Ambergris Caye
    Reduced rates. One child 12 & younger stays FREE.

  • Capella Marigot Bay Resort and Marina, Saint Lucia

    From $1,511.00+ (USD)

    Destination: St. Lucia
    Welcome drink upon arrival, full American breakfast daily, non-motorized water sports and more. FREE Wi-Fi. Kids 15 & younger stay FREE.

  • Matangi Private Island Resort

    From $2,634.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights a...

  • Hyatt Regency Indian Wells Resort & Spa

    From $394.00+ (USD)

    Destination: Palm Springs
    4th night FREE. Hyatt Resorts offers 500 Gold Passport points per night, plus 5 points per dollar on eligible incidentals. Kids 18 & younger stay FREE.

  • West Bay Club

    From $1,237.00+ (USD)

    Destination: Providenciales
    Full breakfast daily, non-motorized water sports and more. FREE Wi-Fi.

  • Sandals Royal Plantation, Ocho Rios, Jamaica

    From $1,375.00+ (USD)

    Destination: Ocho Rios
    Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%. Sunset Cruise for two. Up to $605 Instant Air Credit.

  • Le Meridien Bora Bora

    From $2,789.00+ (USD)

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

  • Barcelo Puerto Vallarta

    From $496.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 savings per booking. $500 Resort Credit per room.

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,786.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Unlimited Golf. $250 Instant Air Credit.

More

Plus sign (+) means taxes and fees are additional

Packages

  • The St. Regis Princeville Resort

    From $1,273.00+ (USD)

    Destination: Princeville
    Kids 17 & younger stay FREE.

  • OHANA Waikiki Malia

    From $658.00+ (USD)

    Destination: Waikiki
    Includes $125 EXCLUSIVE savings per booking. Kids 17 & younger stay FREE.

  • Sofitel Moorea Ia Ora Beach Resort

    From $2,308.00+ (USD)

    Destination: Moorea
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights accommodation at the Sofitel Moorea Ia Ora Beach Resort in a Luxury Garden Bungalow, a 3,000 xpf res...

  • Yasawa Island Resort & Spa

    From $4,038.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Yasawa Island Resort & Spa in a Bure Suite Beachfront, welcome leis and drink on arriv...

  • Sheraton Maui Resort & Spa

    From $778.00+ (USD)

    Destination: Kaanapali
    Kids 17 & younger stay FREE.

  • Grand Bahia Principe La Romana

    From $596.00+ (USD)

    Destination: La Romana
    Junior Suite. All-Inclusive includes all meal, drinks, activities and more.

  • The Cosmopolitan of Las Vegas

    From $477.00+ (USD)

    Destination: Las Vegas
    Kids 17 & younger stay FREE. $150 resort credit per stay.

  • Riu Palace St. Martin

    From $988.00+ (USD)

    Destination: St. Martin
    All-Inclusive includes all meals, drinks, activities and more. FREE Wi-Fi.

  • Sandals Royal Caribbean Resort & Private Island

    From $1,330.00+ (USD)

    Destination: Montego Bay
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Catamaran Cruise for two. Up to $605 Instant Air Credit.

  • Riu Palace Tropical Bay

    From $1,044.00+ (USD)

    Destination: Negril
    All-Inclusive includes all meals, drinks, activities and more.$35 spa credit per adult (18 years and older), per stay on Renova Combination massage of 80 minutes.

  • Tikehau Pearl Beach Resort

    From $2,512.00+ (USD)

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

  • Secrets Royal Beach Punta Cana

    From $881.00+ (USD)

    Destination: Punta Cana
    Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. $200 in resort coupons per room.

  • Moon Palace Jamaica Grande

    From $1,385.00+ (USD)

    Destination: Ocho Rios
    Partial Ocean View. All-Inclusive includes all meals, drinks, activities and more. $500 resort credit per room. Ask about Kids 12 & younger stay, play and eat FREE.

  • Tokoriki Island Resort

    From $3,122.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare on Fiji Airways, 7 nights accommodations at Tokoriki Island Resort in a Beachfront Bure, choice of a complimentary Beach Wedding o...

  • Hideaway at Royalton Riviera Cancun

    From $676.00+ (USD)

    Destination: Cancun
    Luxury Junior Suite. Adults Only. All-In Luxury includes all meals, drinks, activities and more. $150 resort credit. Complimentary Wi-Fi.

  • The Royal Playa del Carmen

    From $592.00+ (USD)

    Destination: Cancun
    Royal Junior Suite. Adults Only. All-inclusive includes all meals, drinks, activities and more. Exclusive $100 savings per booking.

  • Sheraton Kona Resort & Spa at Keauhou Bay

    From $708.00+ (USD)

    Destination: Kailua-Kona
    Includes $125 EXCLUSIVE savings per booking. Kids 17 & younger stay FREE.

  • Mawamba Lodge

    From $750.00+ (USD)

    Destination: Tortuguero
    Includes one night hotel in San Jose with transportation to and from the lodge. All meals, select tours & activities and more.

  • Tikehau Pearl Beach Resort

    From $3,081.00+ (USD)

    Destination: Tikehau
    Vacation includes: $500 per booking discount, roundtrip airfare on Air Tahiti Nui, 7 nights hotel accommodation at Tikehau Pearl Beach Resort in an Overwater Bungalow, daily breakfast for two...

  • Sheraton Kauai Resort

    From $774.00+ (USD)

    Destination: Poipu
    Kids 17 & younger stay FREE.

  • The Westin Maui Resort & Spa

    From $816.00+ (USD)

    Destination: Kaanapali
    Kids 17 & younger stay FREE.

  • Coco Beach Resort

    From $846.00+ (USD)

    Destination: Ambergris Caye
    Reduced rates. One child 12 & younger stays FREE.

  • Capella Marigot Bay Resort and Marina, Saint Lucia

    From $1,511.00+ (USD)

    Destination: St. Lucia
    Welcome drink upon arrival, full American breakfast daily, non-motorized water sports and more. FREE Wi-Fi. Kids 15 & younger stay FREE.

  • Matangi Private Island Resort

    From $2,634.00+ (USD)

    Destination: Fiji
    Vacation includes: $500 per booking discount, roundtrip airfare from Los Angeles to Nadi on Fiji Airways, roundtrip airfare from Nadi to Taveuni on Fiji Airways operated by Fiji Link, 7 nights a...

  • Hyatt Regency Indian Wells Resort & Spa

    From $394.00+ (USD)

    Destination: Palm Springs
    4th night FREE. Hyatt Resorts offers 500 Gold Passport points per night, plus 5 points per dollar on eligible incidentals. Kids 18 & younger stay FREE.

  • West Bay Club

    From $1,237.00+ (USD)

    Destination: Providenciales
    Full breakfast daily, non-motorized water sports and more. FREE Wi-Fi.

  • Sandals Royal Plantation, Ocho Rios, Jamaica

    From $1,375.00+ (USD)

    Destination: Ocho Rios
    Adults Only, Luxury Included Vacation. Includes butler service, all meals, premium spirits, activities and more. Save up to 65%. Sunset Cruise for two. Up to $605 Instant Air Credit.

  • Le Meridien Bora Bora

    From $2,789.00+ (USD)

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

  • Barcelo Puerto Vallarta

    From $496.00+ (USD)

    Destination: Puerto Vallarta
    Deluxe Suite. All-Inclusive includes all meals, drinks, activities and more. Exclusive $100 savings per booking. $500 Resort Credit per room.

  • Sandals Emerald Bay, Great Exuma, Bahamas

    From $1,786.00+ (USD)

    Destination: Exuma
    Adults Only, Luxury Included Vacation. Includes all meals, premium spirits, activities and more. Save up to 65%. Unlimited Golf. $250 Instant Air Credit.

More

Plus sign (+) means taxes and fees are additional

Packages


  • Bora Bora Pearl Beach Resort & Spa

    From $2,501.00+ (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...


  • Secrets Puerto Los Cabos Golf & Spa Resort

    From $777.00+ (USD)

    Destination: Cabo San Lucas
    Junior Suite. Adults Only. Unlimited-Luxury includes all meals, drinks, activities and more. Exclusive $100 savings per booking. $200 resort coupon per room.


  • InterContinental Tahiti Resort & Spa

    From $1,955.00+ (USD)

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


  • H10 Catalunya Plaza Boutique Hotel

    From $1,040.00+ (USD)

    Destination: Barcelona
    Reduced rates. Daily buffet breakfast. Complimentary Wi-Fi.


  • Hard Rock Hotel & Casino Punta Cana

    From $1,064.00+ (USD)

    Destination: Punta Cana
    All-Inclusive includes all meals, drinks, activities and more. $500 Limitless resort credit per room. Ask about Unlimited Golf and Kids 12 & younger stay, play and eat FREE.

Plus sign (+) means taxes and fees are additional

 
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