Santo Domingo Vacations from $586

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The Latest Santo Domingo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 27 - Oct 3

    Hotel Sommelier Agustinas + Flight

    Downtown Santiago
    6 nights
    3.0 star property
    8.6/10 - Excellent (255 reviews)
    "Good location for visiting the sights of the central city. The room was very spacious, with a small kitchen and living space separate from the bedroom. The breakfast had a good range and was well stocked. The rooftop bar was a good spot for a refreshment after a day exploring the sights. The only negative was that our we could hear the noise from the bar in our 5th floor room."
    Reviewed May 12, 2026
    Roundtrip San José (SJO) - Santiago (SCL)
    SJO - SCL1 stop SCL - SJO1 stop
    $819
    $586
    per traveler
    found 16 hours ago
    Hotel Sommelier Agustinas
  • Oct 11 - Oct 15

    Hotel Las Majadas + Flight

    Pirque
    3 nights
    4.5 star property
    9.8/10 - Exceptional (116 reviews)
    Roundtrip New York (JFK) - Santiago (SCL)
    JFK - SCLNonstop SCL - JFK1 stop
    $1,714
    $1,355
    per traveler
    found 1 day ago
    Hotel Las Majadas
  • Sep 2 - Sep 8

    LUUM by Norus + Flight

    Las Condes
    5 nights
    5.0 star property
    9.8/10 - Exceptional (6 reviews)
    "Newly renovated, modern super clean and all the amenities "
    Reviewed April 26, 2026
    Roundtrip New York (NYC) - Santiago (SCL)
    JFK - SCLNonstop SCL - LGA2 stops
    $1,426
    $1,143
    per traveler
    found 1 day ago
    LUUM by Norus
  • Sep 11 - Sep 15

    Hotel Panamericano + Flight

    Downtown Santiago
    4 nights
    3.0 star property
    8.6/10 - Excellent (229 reviews)
    "Excelente hotel"
    Reviewed July 24, 2026
    Roundtrip San José (SJO) - Santiago (SCL)
    SJO - SCL1 stop SCL - SJO1 stop
    $758
    $609
    per traveler
    found 1 day ago
    Hotel Panamericano
  • Sep 2 - Sep 8

    Hotel Director Vitacura + Flight

    Vitacura
    5 nights
    3.5 star property
    9.0/10 - Wonderful (672 reviews)
    "P"
    Reviewed July 18, 2026
    Roundtrip New York (NYC) - Santiago (SCL)
    JFK - SCLNonstop SCL - LGA2 stops
    $1,008
    $814
    per traveler
    found 1 day ago
    Hotel Director Vitacura

Discover the most popular places to visit in Santo Domingo

What to do in Santo Domingo

Santo Domingo Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Santo Domingo vacation package cost?

Offering excellent value package deals from $586 on Expedia, you'll be thrilled with how little a vacation to Santo Domingo costs! Our packages make travel planning easier and your savings go further.

What are the cheapest months to go to Santo Domingo?

September, October and December are the best times to look for cheap Santo Domingo vacation packages. Traveling in quieter months means you can usually find better prices on hotels and flights.

How many days is enough for Santo Domingo?

The ideal length of your Santo Domingo vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to hit all the major sights and explore some hidden treasures along the way.

How to find the best Santo Domingo package deals?

Use Expedia's filter tool to find some great Santo Domingo package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Santo Domingo package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.

Is it cheaper to book a Santo Domingo vacation as a package?

You can enjoy significant savings on your next Santo Domingo break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Santo Domingo?

If you've got your Santo Domingo travel dates confirmed, book as early as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.

How to plan a trip to Santo Domingo?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to Santo Domingo.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Santo Domingo.
  3. Use Expedia's trip planning tool to explore Santo Domingo: Research every aspect of your trip to Santo Domingo with this handy planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Santo Domingo. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Santo Domingo vacation package that brings all your bookings together.
  6. Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Santo Domingo. Find all the incredible things to do in Santo Domingo with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Santo Domingo vacation packages?

Your Santo Domingo trip is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.