Grassy Key Vacation Packages

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Top Grassy Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was CA $2,188, price is now CA $1,010 per person
CA $1,010
per person
Jun 12 - Jun 15
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
2/10 (2 reviews)
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $4,068, price is now CA $1,454 per person
CA $1,454
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
6/10 (2 reviews)
3BR Pool House Sleeps 8

3BR Pool House Sleeps 8

3 out of 5
Driftwood
Price was CA $3,398, price is now CA $1,329 per person
CA $1,329
per person
Jul 16 - Jul 20
found 2 hours ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
No reviews
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $5,268, price is now CA $2,528 per person
CA $2,528
per person
Jul 1 - Jul 4
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (323 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

Miami Downtown Condos

Miami Downtown Condos

5 out of 5
Downtown Miami
Price was CA $3,375, price is now CA $1,676 per person
CA $1,676
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.

Reviewed on May 9, 2026

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Grassy Key Hotel Deals

Rainbow Bend Resort

Rainbow Bend Resort

2.5 out of 5
57784 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 31 to Jun 1
CA $127
CA $205 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (950 reviews)
Good location and helpful staff. Nice restaurant.

Reviewed on May 11, 2026

Rainbow Bend Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
The price is CA $357 per night from Jun 10 to Jun 11
CA $357
CA $467 total
Jun 10 - Jun 11
includes taxes & fees
9.4/10 Exceptional! (441 reviews)
The room was outstanding. The view was absolutely gorgeous. We were on the same floor as the entertainment/bar, but the noise was minimal and stopped at a reasonable hour. Parking was convenient too. The staff on the front desk were always kind. The house cat, Wilma, is awesome. If there was any ...

Reviewed on May 7, 2026

Grassy Flats Resort & Beach Club
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
The price is CA $176 per night from May 12 to May 13
CA $176
CA $198 total
May 12 - May 13
includes taxes & fees
8.4/10 Very Good! (571 reviews)
Me gusto mucho! Pasamos sólo una noche pero todo estaba súper limpio y muy acogedor!

Reviewed on May 10, 2026

Gulf View Waterfront Resort
See all 2,342 properties in Grassy 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.
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Discover the most popular places to visit in Grassy Key

Sombrero Beach

Sombrero Beach

4.5/5(21 reviews)

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Sombrero Beach
Seven Mile Bridge

Seven Mile Bridge

4.5/5(40 reviews)

Walk, jog, cycle or drive across one of the longest bridges in North America to take in the scenic ocean views it provides.

Seven Mile Bridge
Curry Hammock State Park

Curry Hammock State Park

4/5(9 reviews)

Go camping near mangroves, bird-watching beneath a thick canopy or kayaking between the islands of this scenic state park in the Middle Keys.

Curry Hammock State Park

What to do in Grassy Key

Mangroves and Manatees - Guided Kayak Eco Tour

Mangroves and Manatees - Guided Kayak Eco Tour

CA $95
per adult
92% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

CA $52
per adult
Marathon: Rhum Runner Aqua Park Adventure
Day Sailing Adventure in the Florida Marine Sanctuary

Day Sailing Adventure in the Florida Marine Sanctuary

CA $165
per adult
100% of travellers recommend
Day Sailing Adventure in the Florida Marine Sanctuary
See all activities in Grassy Key

Frequently asked questions

Can I cancel my flight booking to Grassy Key due to COVID-19?
If you've yet to book your tickets, check the terms and conditions of the airfare you're considering. If you've already locked in your flight to Grassy Key, make use of our Customer Service Portal. It has information that will help you work out which COVID-19 policies apply to your reservation and provide you with the next steps.
What's the best way to find cheap flights to Grassy Key that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just type in your travel details, click "Search," then check the box underneath the "Flexible change policies" heading (to the left of your screen). Expedia makes it easy to find flexible and affordable tickets to Grassy Key.
What are some of the general tips for travelers to Grassy Key during the COVID-19 outbreak?
The COVID-19 pandemic has triggered substantial changes to the way we travel. If you're planning a trip to Grassy Key, these tips will help you navigate travel's newest challenges:
  • Investigate if any travel restrictions apply to your origin and destination before booking anything. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you pass through airport screening, keep your face mask on. You will be required to lower it briefly to verify your identity. Anyone refusing to wear a mask may face civil penalties and may also be denied boarding.
  • Rather than handing a TSA employee your boarding pass, position it directly on the reader yourself. When that's done, hold it up for inspection.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be removed for X-ray scanning.
  • Remove items from your pockets, such as your wallet, coins and keys, and put them in your carry-on instead of the bins. This will reduce handling during the screening process.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA officer will need to open your bag for inspection.

Which airlines fly to Grassy Key?
Delta runs flights into or near Grassy Key, including 191 that land at Key West Intl. Airport (EYW) each month. Work out your vacation dates and then reserve your ticket early to score the best deal.
How can I find cheap tickets to Grassy Key?
For an amazing deal to Grassy Key, book well ahead of time. Also think about using Expedia's "flexible dates" feature above your search results. This will show you the cheapest prices for nearby days. In the last seven days, was the best price for a flight to Grassy Key.
How much is a flight to Grassy Key?
One-way flights taking off from () sold for just in the last seven days. During this time, the cost of a return ticket to Grassy Key ranged between and . If you spot a bargain ticket, book ASAP — these prices don't stick around for long.
What are the most popular airports to fly into in Grassy Key?
Pack your suitcase and fly into Key West Intl. Airport (EYW), Grassy Key's leading flight hub. Book a ticket on one of the 1119 flights that touch down at this favorite destination every month.
When is the cheapest time to fly to Grassy Key?
Try to leave earlier in the week to score the best deal to Grassy Key. Tuesday is usually the most affordable day to fly, with Monday a close second. Saturday often has the costliest ticket prices. This is because many travelers like to start their vacation on a weekend.
How much is a plane ticket to Grassy Key?
In the last seven days, plane fares to Grassy Key ranged from to .
Which airlines with flights to Grassy Key employ COVID-19 cleanliness policies?
In an effort to minimize contact between passengers and flight crew during the ongoing pandemic, many airlines have taken physical distancing and other strategies to the skies. A great example of these are:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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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.