A sunset over a calm bay with a bridge and boats.

Bay Harbor Islands Vacations from $460

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The Latest Bay Harbor Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 21 - Sep 26

    Private Apartment at the Congress + Flight

    South Beach
    5 nights
    4.0 star property
    6.0/10 - (13 reviews)
    "Loved the location its part of the Palace which I did not know... the room was not as pictured the bed was not comfortable also the elevator was not working properly had to walk up a few times or it wouldn't go to the floor it was supposed to there is absolutely no parking only valet and it was $52 but everything else was great"
    Reviewed July 28, 2026
    Roundtrip Boston (BOS) - Miami (MIA)
    BOS - MIANonstop MIA - BOSNonstop
    Save 100% on your flight
    $797
    $460
    per traveler
    found 1 day ago
    Private Apartment at the Congress
  • Oct 13 - Oct 16

    Casablanca Miami Beach + Flight

    North Beach
    3 nights
    3.0 star property
    5.8/10 - (327 reviews)
    "Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No..."
    Reviewed July 23, 2026
    Roundtrip New York (EWR) - Miami (MIA)
    EWR - FLLNonstop FLL - EWRNonstop
    $7,117
    $2,797
    per traveler
    found 1 day ago
    Casablanca Miami Beach
  • Sep 29 - Oct 4

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - Very Good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip Boston (BOS) - Miami (MIA)
    BOS - MIANonstop MIA - BOS1 stop
    $19,786
    $10,113
    per traveler
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Oct 15 - Oct 18

    Viscay Hotel + Flight

    South Beach
    3 nights
    2.5 star property
    8.2/10 - Very Good (341 reviews)
    "Great location and great value. If you have an early flight before reception opens I’d suggest to arrange check out process beforehand"
    Reviewed July 16, 2026
    Roundtrip Philadelphia (PHL) - Miami (MIA)
    PHL - MIANonstop MIA - PHLNonstop
    Save 100% on your flight
    $1,747
    $1,008
    per traveler
    found 1 day ago
    Viscay Hotel
  • Sep 30 - Oct 3

    Nobu Hotel Miami Beach + Flight

    Mid Beach
    3 nights
    5.0 star property
    8.6/10 - Excellent (1,433 reviews)
    Roundtrip Boston (BOS) - Miami (MIA)
    BOS - MIANonstop MIA - BOSNonstop
    Save 100% on your flight
    $938
    $542
    per traveler
    found 1 day ago
    Nobu Hotel Miami Beach

What to do in Bay Harbor Islands

Bay Harbor Islands 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 Bay Harbor Islands vacation package cost?

You'll find cheap prices from $460 on Expedia for your Bay Harbor Islands break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Bay Harbor Islands costs.

What are the cheapest months to go to Bay Harbor Islands?

You're likely to find reduced prices and better availability in September, November and December. Browse our cheap Bay Harbor Islands vacation packages and you could get some excellent off-season deals.

How many days is enough for Bay Harbor Islands?

Generally, a handful of days is enough to see the main sights during your Bay Harbor Islands vacation. But if you'd like to have more time to rest or take day tours, think about extending your trip.

How to find the best Bay Harbor Islands package deals?

Landing a cheap Bay Harbor Islands package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Bay Harbor Islands package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.

Is it cheaper to book a Bay Harbor Islands vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Bay Harbor Islands vacation by choosing your favorite accommodation type, airline and car class.

When to book a vacation package to Bay Harbor Islands?

If you've got your Bay Harbor Islands travel dates confirmed, book as soon as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.

How to plan a trip to Bay Harbor Islands?

  1. Choose when to travel: Check your schedule and get packing. Your preferred season and the activities available will also help you decide when to visit Bay Harbor Islands.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to save for your trip to Bay Harbor Islands. Then, pick a property that works with your budget, whether that's a wallet-friendly stay or a swankier getaway.
  3. Use our trip planning tool to explore Bay Harbor Islands: Research every aspect of your trip to Bay Harbor Islands with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Think about how long you'd like to spend discovering Bay Harbor Islands. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  5. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the ideal Bay Harbor Islands vacation package for you.
  6. Add on excursions and experiences: Read our travel guide to find some exciting things to do in Bay Harbor Islands. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Bay Harbor Islands vacation packages?

Your Bay Harbor Islands trip is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no 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.