Search Deals onIslamorada Vacation Packages
Islamorada Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

May-Dee Suites
Save 100% on your flight
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Hollywood. Enjoy free WiFi, free parking, and a business center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Seminole Hard Rock Casino Hollywood and Hard Rock Stadium are located nearby.

Hotel Colonnade Coral Gables, Autograph Collection
per person
May 2 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star business-friendly hotel in Coral Gables. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.

Cavalier Hotel South Beach
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy breakfast (surcharge), valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.


Fontainebleau Miami Beach
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Miami Beach Boardwalk are located nearby.

La Siesta Resort & Villas
Save 100% on your flight
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.

Dua Miami, Autograph Collection
Save 100% on your flight
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Islamorada Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Islamorada Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Apr 22 - Tue, Apr 22
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$68 Roundtrip, found 22 hours ago
$68
Roundtrip
found 22 hours ago

Wed, Apr 30 - Thu, May 1
BOS
Logan Intl.
MIA
Miami Intl.
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago

Sat, Jun 7 - Sat, Jun 7
PHL
Philadelphia Intl.
MIA
Miami Intl.
$83 Roundtrip, found 4 days ago
$83
Roundtrip
found 4 days ago

Tue, May 6 - Mon, May 12
DTW
Detroit Metropolitan Wayne County
MIA
Miami Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Anne's Beach Vacations
- Bud n' Mary's Dive Center Vacations
- Founders Park Vacations
- Florida Keys Brewing Co. Vacations
- Windley Key Fossil Reef Geological State Park Vacations
- Islamorada County Park Vacations
- History of Diving Museum Vacations
- Sunset Drive Beach Vacations
- Islamorada Brewery & Distillery Vacations
- Robbie’s of Islamorada Vacations
- Hurricane Monument Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Islamorada
- Car rentals in Key Largo
- Car rentals in Marathon
- Car rentals in Florida Keys
- Car rentals in Key Colony Beach
- Car rentals in Tavernier
- Car rentals in Long Key
- Car rentals in South Florida
- Car rentals in Duck Key
- Car rentals in Gulf Coast
- Car rentals in Grassy Key
- Car rentals in Layton
- Car rentals in Gulf of Mexico