Sugarloaf Key All inclusive Vacations

Book a All inclusive Hotel + Flight or Car together to unlock savings

Top All inclusive vacation packages in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
Pelican Hotel

Pelican Hotel

South Beach
$993
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (506 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$6,995
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 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 on Jun 22, 2016

EAST Miami Residences

EAST Miami Residences

Brickell
$1,864
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (150 reviews)
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 2026

The Marlin Hotel

The Marlin Hotel

South Beach
Save 100% on your flight
$1,063
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,005 reviews)
Great service, great location. The hotel provides a parking card (limited) for guests to park at a nearby parking garage. A very nice quaint hotel with a lot of amenities and a restaurant in the hotel. I highly recommend this place.

Reviewed on Sep 13, 2026

Miami Vacation Rentals - Brickell

Miami Vacation Rentals - Brickell

Brickell
Save 100% on your flight
$1,309
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.8/10 Excellent! (567 reviews)
I was very disappointed with my stay at Icon Brickell, especially as a parent traveling with children. The apartment and overall property did not match what was presented in the photos, which was disappointing from the start. At the pool, I was supervising three children at all times, but we were repeatedly approached about rules that had not been clearly communicated. I was first told I had to be inside the pool with the children, which I did. Then, one child was told he could not jump in, even though he was wearing a life jacket and I was supervising him. Later, we entered the hot pool and were only then told that children must be over 5 years old. I understand that safety rules are necessary, but they should be clearly posted and explained in advance. Families should know these restrictions before entering the pool area. What was supposed to be an enjoyable family stay became stressful and uncomfortable. Based on my experience, I would not recommend Icon Brickell to families with young children.

Reviewed on Sep 7, 2026

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5* All inclusive vacations in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
EAST Miami

EAST Miami

Brickell
Save 100% on your flight
$1,562
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (4,095 reviews)
Everything was ok

Reviewed on Sep 13, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$6,995
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 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 on Jun 22, 2016

EAST Miami Residences

EAST Miami Residences

Brickell
$1,864
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (150 reviews)
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 2026

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3 Night All inclusive vacations in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
EAST Miami Residences

EAST Miami Residences

Brickell
Save 100% on your flight
$1,020
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (150 reviews)
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$6,995
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 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 on Jun 22, 2016

1 Hotel South Beach

1 Hotel South Beach

South Beach
Save 100% on your flight
$3,355
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (1,617 reviews)
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4 Night All inclusive vacations in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

South Beach
Save 100% on your flight
$888
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,005 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$9,155
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
8/10 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 on Jun 22, 2016

Pelican Hotel

Pelican Hotel

South Beach
$993
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (506 reviews)
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All-inclusive Sugarloaf Key vacations: everything you need to know

Can I book a Sugarloaf Key vacation with airfare and meals?

On an all-inclusive vacation, your mind and body can wander far from your wallet. Pay one simple price when you bundle your accommodation and airfare, and you avoid all those yucky bills after conversation-starting cocktails or decadent dinners.

How can I find Sugarloaf Key all-inclusive vacations that are adults only?

All the best all-inclusive, all-adult vacations are a click of a filter or two away. Choose from great grown-up features. Say, a spa for a couple’s massage, a hot tub to soak away the stresses of the day, or a swim-up bar to get the party started.

How much is an all-inclusive trip to Sugarloaf Key?

Affordable all-inclusive is yours, whatever your budget. Packages start tempting you from just $888. Prices and availability are subject to change. Additional terms may apply.

How can I book cheap all-inclusive trips to Sugarloaf Key?

Whenever you book your travel, sorting by price and filtering by budget shows you what’s out there in your price range.

What are the benefits of all-inclusive Sugarloaf Key vacations with airfare?

Create your dream getaway by bundling your flight and hotel and you get delightful deals and discounts. Add your car rental, too, and you save on all three.

What should I think about when I book an all-inclusive Sugarloaf Key family vacation package?

With little tummies taken care of, you just need to put smiles on their faces. Easy! Book an all-inclusive vacation with a full-on water park or epic pools—or book your stay near the world’s biggest theme parks and attractions.

Why should I book an all-inclusive honeymoon package in Sugarloaf Key?

You can start your married life how you mean to go on with an all-inclusive honeymoon package. Eat and drink to your heart’s content, waltz around in happy harmony, and have your fill of delights. Together, you can book up adventure excursions and return to a pool-side cabana for cocktails at sunset.

Can I book an all-inclusive Sugarloaf Key package with free cancellation and/or flexible dates?

When you’re searching for your all-inclusive getaway, filter your results by payment option to find free cancellation and buy now, pay later options. That way, you can rebook without worry, should your plans change.

Why should I book an all-inclusive Sugarloaf Key package vacation with Expedia?

Book amazing all-inclusive adventures, all in one place. Choose from a vast inventory of deals, adding every little extra to build your brilliant break in minutes.

Things to do

Private Luxury Sandbar Excursion

Private Luxury Sandbar Excursion

$1,200
per traveler
Private Luxury Sandbar Excursion
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

$667
per traveler
Marathon Backcountry Fishing Charter
Luxury Sandbar and Snorkeling trip in Key West

Luxury Sandbar and Snorkeling trip in Key West

$1,200
per traveler
Luxury Sandbar and Snorkeling trip in Key West
See all activities in Sugarloaf Key

More vacations you might like

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