Ramrod Key Vacations from $451

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Your Ramrod Key Vacation

Reserve a Ramrod Key vacation package and prepare to experience all this lively city has to offer. Consider basing yourself in the neighborhood of Breezeswept Beach Estates, which is good for watersports, adventure sports and fishing. If a sightseeing tour is on the to-do list during your trip to Ramrod Key, visit big attractions like Cook Island, Big Pine Key Flea Market and Blue Hole. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Ramrod Key today.

The Latest Ramrod Key vacation packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,178, price is now $451 per person
$451
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
Scenic balcony view very quiet

Reviewed on Dec 23, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,599, price is now $731 per person
$731
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Outstanding in every wat

Reviewed on Dec 15, 2025

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $1,329, price is now $616 per person
$616
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $28,958, price is now $13,584 per person
$13,584
per person
Feb 22 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $3,160, price is now $1,484 per person
$1,484
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding. Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit. Overall - super spot and renovation has made it a gem again.

Reviewed on Dec 14, 2025

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Ramrod Key Hotel Deals

Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
$140 nightly
The price is $158 total per night from Jan 5 to Jan 6
$158 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
Staff very polite and accommodating.

Reviewed on Dec 21, 2025

Looe Key Reef Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
$407 nightly
The price is $458 total per night from Jan 6 to Jan 7
$458 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9/10 Wonderful! (1,072 reviews)
Beautiful property, staff are very friendly

Reviewed on Dec 20, 2025

Isla Bella Beach Resort & Spa
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$241 nightly
The price is $271 total per night from Jan 7 to Jan 8
$271 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
8.4/10 Very Good! (278 reviews)
We had a very nice stay. The room had almost everything we needed. The beds and pillows were comfortable and the inverters cooled us without being noisy. The room was very clean. Only con was the smell of the cleaning product used was very strong. Bonus, we loved seeing the key deer.

Reviewed on Dec 9, 2025

Old Wooden Bridge Resort and Marina
See all 893 properties in Ramrod Key
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.

Find the Best Ramrod Key Vacation Packages

Ramrod Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Max Temp Winter
75ºF
Max Temp Summer
85ºF
Top Sights
Bahia Honda State Park, Florida Keys Beaches and Calusa Beach

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Frequently asked questions

How much does a Ramrod Key vacation package cost?
You can pick up a vacation package to this popular destination from $451 on Expedia. However, how much your vacation to Ramrod Key costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Ramrod Key?
You're likely to find lower rates and greater availability in April, May and September. Browse our cheap Ramrod Key vacation packages and you could land some excellent off-season deals.
How many days is enough for Ramrod Key?
With a well-organized itinerary, you can easily hit the main Ramrod Key sights in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Ramrod Key vacation for longer.
How to find the best Ramrod Key package deals?
Use Expedia's filter tool to help you find some fabulous Ramrod Key package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Ramrod Key package deals in the low season. Switch up 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 Ramrod Key vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Ramrod Key escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Ramrod Key?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Ramrod Key trip.
How to plan a trip to Ramrod Key?

  1. Pick your dates: What you plan to do in Ramrod Key and your favorite season can help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could arise during your trip to Ramrod Key.
  3. Organize your Ramrod Key getaway with Expedia's trip planning tool: Look for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Ramrod Key together.
  4. Determine how many days away: Start by listing all the sights and activities you'd like to get to in Ramrod Key. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Ramrod Key vacation package.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Check out some of the incredible things to do in Ramrod Key and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Ramrod Key vacation packages?
If you're like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Ramrod Key break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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