Head to one of these Mississippi getaway destinations for your bachelor party. Practice your golf swing on the courses in Jackson, or enjoy live music and the trendy bar scene in Ocean Springs. From beachfront houses that put you right along the Gulf of Mexico in Biloxi to spacious cabins in Natchez, there are plenty of Mississippi vacation rentals to choose from. Plan your bachelor party with these popular Southern cities and towns in mind.

1. Gulfport

palm trees along the white sandy shore
Source: Flickr/dconvertini

Surprise that special groom with a bachelor party vacation rental where you can hear waves crashing and nightlife on the beach. Gulfport is a mecca for water activities, with dolphin tours hosted by Ship Island Excursions, parasailing adventures, and fishing excursions with Captain Ron’s Charters. Explore the land attractions, too, like hikes along Ship Island and at Jones Park. When it’s time to kick back a few brews, take the gang to Sipps Bar for one of the themed parties or to Orangutang’s Daiquiris and Bar for some frozen cocktails.

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2. Natchez

gravel path winding through the trees
Source: Flickr/faungg’s photos

When you and your bros want a rugged bachelor party trip, make Natchez your vacation destination. Home to the Natchez National Historical Park, this Mississippi city features challenging trails and hiking paths. Rent some mountain bikes from Everyday Adventure, and make your way along the city’s trails to ceremonial mounds in the Natchez Indians’ Grand Village. Natchez is also a nightlife hub, thanks to places like Smoot’s Grocery Blues Lounge and the Under-the-Hill Saloon. Stop in at Bowie’s Tavern for some Cajun-inspired bar bites, or enjoy the live music at Biscuits and Blues while toasting the groom.

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3. Biloxi

tall lighthouse near the ocean

Opt for a big city bachelor party when booking a vacation rental in Biloxi. This city along the Gulf Coast hosts beach parties in the sand and weekend festivals on the beach featuring live music. Start your celebration on the water on a Biloxi Shrimping Trip, or get an aerial view of the city with a parasail ride hosted by Parasail Adventures. Enjoy a day of fishing on the Bernard Bayou, or explore the waters head first with kayak and canoe rentals from Affordable Boat Adventures. The nightlife in Biloxi caters to bachelors, offering a chill environment of the Chill Ultra Lounge and unique bar games at the Veaux Bar and Grill. Before heading back to your vacation rental, stop in for a nightcap and some karaoke at Just Us Lounge.

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4. Jackson

lush greenery of golf course

Head to the entertainment capital of Mississippi when making Jackson your vacation destination. Show off your dance moves at the Underground 119 music lounge, or sample the local brews at the Lucky Town Brewing Company. Martin’s Restaurant and Bar features live music as you toast to your upcoming nuptials, and the M-Bar Sports Grill is the obvious choice for sports fans. During the day, set out for a morning run or hike on LeFleur’s Bluff State Park trails. Afterward, get in a game of golf with your groomsmen at Grove Park Golf Course or Sonny Guy Golf Course.

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5. Oxford

marching band on the football field
Source: Flickr/Chris Lawrence

Indulge the sports fans in your wedding party with a vacation rental that puts you right next to the Vaught-Hemingway Stadium at the University of Mississippi. Join more than 60,000 fans as you take in a football game, and then hit up the college town nightlife with stops in at the Blind Pig Pub or Frank and Marlee’s. When you want to get active, trek out to the Thacker Mountain Rail-Trail for a run, or rent mountain bikes from the Ole Miss Bike Shop. You and the boys can reserve a party boat fishing excursion with expert guides from Thacker Mountain Lodge. Or you might consider a day of golfing at the Ole Miss Golf Course or at the Country Club of Oxford.

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6. Hattiesburg

stills at the brewery

Hattiesburg offers plenty of nightlife temptations to entice you out of doors, including happy hour specials left and right, and live music at places like Keg and Barrel. There are also tours and beer samples at Southern Prohibition Brewing. For daytime group activities that are fun and edifying, swing by College Town Escape Rooms for some Old West role play. Or get your feet wet during a sun-filled tubing session at Pep’s Point Water Park. Before retreating back to your vacation rental for a game of Texas Hold ‘em, enjoy a nightcap at Nick’s Ice House or Brewsky’s.

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7. Ocean Springs

empty beach near the bridge
Source: Flickr/Jared

Rest and relax with your best men on a bachelor party trip to Ocean Springs, where you can check out the Gulf Islands National Seashore and fish in Davis Bayou. Show off your paddleboarding skills with rentals from Paddles Up before diving into the fresh seafood at Aunt Jenny’s Catfish Restaurant. When the guys want to see the rugged bayous and wildlife, sign up for an Island Outfitters tour. Nightlife in Ocean Springs allows you to sample the brews at the Office Bar and Lounge, enjoy the live music at Lynchburg Landing, or soak up the casual ambiance at Castaways.

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