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Okeechobee Vacation Packages

Build your package with 2 more options

Okeechobee Flight + Hotel Packages

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

Hutchinson Island Hotel

2.5 out of 5
Price was $547, price is now $457 per person
$457
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Book a stay at this beach hotel in Fort Pierce. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jetty Park and Jetty Park Beach are located nearby.

Beach Villas

Beach Villas

3 out of 5
Save 100% on your flight
Price was $2,106, price is now $1,577 per person
$1,577
per person
Dec 23 - Dec 30
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to President Donald J. Trump Intl. Airport (DJT)
Book a stay at this beach condo in Stuart. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Stuart Beach and Elliott Museum are located nearby.

voco Sandpiper All-Inclusive Resort by IHG

voco Sandpiper All-Inclusive Resort by IHG

3.5 out of 5
Save 100% on your flight
Price was $2,823, price is now $2,139 per person
$2,139
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Stay at this resort in Port Saint Lucie. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Popular attractions The Saints at Port St. Lucie Golf Course and Spruce Bluff Preserve are located nearby.

Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

4 out of 5
Price was $1,153, price is now $897 per person
$897
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Book a stay at this beach hotel in Stuart. Enjoy free parking, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Elliott Museum and Stuart Beach are located nearby.
Great wknd stay

Reviewed on Oct 3, 2026

Oaak Tree Hotel

Oaak Tree Hotel

2.5 out of 5
Price was $1,178, price is now $923 per person
$923
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Book a stay at this business-friendly hotel in Arcadia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Arcadia Opera House Museum and DeSoto County Fairgrounds are located nearby.
The place was as old as can be, and the craziest part of where you didn’t think it would be cool and the owners took the time to make every room eccentric from a different error and the sitting area and the morning breakfast was just fabulous. Great host. I recommend everybody stay here.

Reviewed on Sep 20, 2026

Coastal Haven Retreat

Coastal Haven Retreat

3 out of 5
Price was $979, price is now $772 per person
$772
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Stay at this villa in Port Saint Lucie. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Treasure Coast Model Railroads and Whispering Pines Tennis Center are located nearby.

Old Colorado Inn

Old Colorado Inn

3.5 out of 5
Price was $802, price is now $662 per person
$662
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Stay at this hotel in Stuart. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Lyric Theater and Riverwalk are located nearby.
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Reviewed on Sep 27, 2026

Wyndham Grand Jupiter at Harbourside Place

Wyndham Grand Jupiter at Harbourside Place

4 out of 5
Price was $1,247, price is now $1,037 per person
$1,037
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Book a stay at this business-friendly hotel in Jupiter. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Jupiter Beach and Burt Reynolds Park are located nearby.

Okeechobee Vacation Packages 3-4 Night Stays

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

Old Colorado Inn

3.5 out of 5
Downtown Stuart
Price was $802, price is now $662 per person
$662
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Beach Villas

Beach Villas

3 out of 5
Price was $971, price is now $760 per person
$760
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to President Donald J. Trump Intl. Airport (DJT)
Coastal Haven Retreat

Coastal Haven Retreat

3 out of 5
Becker Ridge
Price was $979, price is now $772 per person
$772
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
voco Sandpiper All-Inclusive Resort by IHG

voco Sandpiper All-Inclusive Resort by IHG

3.5 out of 5
Sandpiper Bay
Price was $1,085, price is now $893 per person
$893
per person
Dec 10 - Dec 14
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to President Donald J. Trump Intl. Airport (DJT)

Okeechobee Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

4 out of 5
Price was $741, price is now $574 per person
$574
per person
Nov 11 - Nov 16
found 22 hours ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Beach Villas

Beach Villas

3 out of 5
Save 100% on your flight
Price was $2,106, price is now $1,577 per person
$1,577
per person
Dec 23 - Dec 30
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to President Donald J. Trump Intl. Airport (DJT)
voco Sandpiper All-Inclusive Resort by IHG

voco Sandpiper All-Inclusive Resort by IHG

3.5 out of 5
Sandpiper Bay
Save 100% on your flight
Price was $2,823, price is now $2,139 per person
$2,139
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)
Oaak Tree Hotel

Oaak Tree Hotel

2.5 out of 5
Arcadia Historic District
Price was $1,178, price is now $923 per person
$923
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to President Donald J. Trump Intl. Airport (DJT)

Top Flight Deals

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

Delta
Sat, Oct 31 - Sat, Nov 14
BOS
Logan Intl.
DJT
President Donald J. Trump Intl. Airport
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Oct 31 from Logan Intl. to President Donald J. Trump Intl. Airport, returning Sat, Nov 14, priced at $179 found 1 hour ago
Breeze Airways
Tue, Nov 3 - Tue, Nov 17
BDL
Bradley Intl.
DJT
President Donald J. Trump Intl. Airport
$201 Roundtrip, found 10 hours ago
$201
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Tue, Nov 3 from Bradley Intl. to President Donald J. Trump Intl. Airport, returning Tue, Nov 17, priced at $201 found 10 hours ago
Delta
Tue, Oct 27 - Sat, Oct 31
LGA
LaGuardia
DJT
President Donald J. Trump Intl. Airport
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 27 from LaGuardia to President Donald J. Trump Intl. Airport, returning Sat, Oct 31, priced at $202 found 1 day ago
Delta
Tue, Oct 27 - Sat, Oct 31
JFK
John F. Kennedy Intl.
DJT
President Donald J. Trump Intl. Airport
$202 Roundtrip, found 23 hours ago
$202
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Oct 27 from John F. Kennedy Intl. to President Donald J. Trump Intl. Airport, returning Sat, Oct 31, priced at $202 found 23 hours ago