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Milton Vacation Packages

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Milton Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

3 out of 5
Price was $527, price is now $432 per person
$432
per person
Oct 28 - Oct 31
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Stay at this hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okaloosa Island Beach and Fort Walton Beach Golf Club are located nearby.
Amazing staff. Front desk was 5 star.

Reviewed on Aug 26, 2026

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $901, price is now $646 per person
$646
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and Crab Island are located nearby.
Beach view is amazing, not to many places to each within walking distance. Overall experience was amazing.

Reviewed on Aug 24, 2026

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $1,777, price is now $1,282 per person
$1,282
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Boardwalk and Fort Pickens are located nearby.

Landing Apartments at Perdido Key Beach Coast

Landing Apartments at Perdido Key Beach Coast

3.5 out of 5
Save 100% on your flight
Price was $1,357, price is now $1,022 per person
$1,022
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Book a stay at this business-friendly apartment in Pensacola. Enjoy free parking, a 24-hour fitness center, and a conference center. Popular attractions Perdido Key Beach and Shops at Perdido Key are located nearby.

Sundrift Inn

Sundrift Inn

3 out of 5
Price was $703, price is now $529 per person
$529
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Fort Walton Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Okaloosa Island Beach and Crab Island are located nearby.
Rude and charged you for everything

Reviewed on Aug 25, 2026

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $701, price is now $547 per person
$547
per person
Nov 19 - Nov 24
found 16 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Destin Beaches and Okaloosa Island Beach are located nearby.

Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

2.5 out of 5
Price was $691, price is now $557 per person
$557
per person
Oct 21 - Oct 26
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Pensacola. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions University Town Plaza and Grizzly Axes are located nearby.

Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was $1,470, price is now $1,187 per person
$1,187
per person
Oct 6 - Oct 10
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
Book a stay at this spa aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Pensacola Beach Boardwalk and Park East On-Leash Dog Beach are located nearby.
The trolleys were very helpful when going from our condo to the beach. Loved having so many dining options right there, as well as room service.

Reviewed on Aug 17, 2026

Milton Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

2.5 out of 5
Northeast Pensacola
Price was $608, price is now $481 per person
$481
per person
Oct 6 - Oct 10
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Save 100% on your flight
Price was $1,254, price is now $878 per person
$878
per person
Oct 6 - Oct 10
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $703, price is now $529 per person
$529
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $689, price is now $525 per person
$525
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)

Milton Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,092, price is now $687 per person
$687
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,120, price is now $698 per person
$698
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,339, price is now $918 per person
$918
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $1,777, price is now $1,282 per person
$1,282
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)

Top Flight Deals

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

Sun Country Airlines
Tue, Feb 23 - Thu, Mar 4
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Tue, Feb 23 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Mar 4, priced at $186 found 1 day ago
Allegiant Air
Sat, Sep 19 - Sat, Sep 26
IND
Indianapolis Intl.
VPS
Northwest Florida Regional
$193 Roundtrip, found 8 hours ago
$193
Roundtrip
found 8 hours ago
Select Allegiant Air flight, departing Sat, Sep 19 from Indianapolis Intl. to Northwest Florida Regional, returning Sat, Sep 26, priced at $193 found 8 hours ago
Southwest Airlines
Mon, Feb 1 - Sat, Feb 6
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Mon, Feb 1 from Hartsfield-Jackson Atlanta Intl. to Northwest Florida Regional, returning Sat, Feb 6, priced at $217 found 2 hours ago
Southwest Airlines
Sat, Oct 17 - Thu, Oct 29
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Oct 17 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Thu, Oct 29, priced at $219 just found