Bachelor/Bachelorette

Women posing together on a tropical beach

Unforgettable Wedding & Celebration Travel

Got your mind on a destination wedding, a honeymoon you’ve been dreaming about, or a bachelor or bachelorette trip worth cashing in your PTO? Let Brightside get you there. 

Wedding travel can take so many forms, from beachfront vows and romantic escapes to group getaways, resort stays, cruises, and celebration trips with your favorite people.

Brightside Vacations plans all things wedding travel and is partnered with The Knot, helping bring a little extra ease and excitement to the travel side of your celebration.

The Bachelor Party Playbook

A bachelor trip should be easy to rally around and worth everyone’s time. Whether the group wants nightlife, beach days, great food, casinos, fishing, boat time, or a little bit of everything, the right destination sets the tone for the whole weekend.

Favorite ideas

Option 1: Las Vegas Bachelor Weekend

Las Vegas, Nevada

Vegas is the classic for a reason. This trip can be built around a central Strip hotel, pool parties, nightlife, casinos, world-famous restaurants, shows, sports events, golf, or a more upgraded suite-life stay for the group.

Best for: Nightlife, entertainment, casinos, pool parties, restaurants, and groups blending different friend circles who want plenty of options close together.
Alternative: Been there, done that? If you’re not up for viva-ing it up in Vegas, we can help plan a different kind of city weekend in places like Nashville, Austin, New Orleans, Scottsdale, or Miami.

Option 2: Cabo Bachelor Getaway

Cabo San Lucas, Mexico

Cabo is the spot for a bachelor trip built around sun, boat days, fishing charters, beach clubs, nightlife, restaurants, and resort time. It feels more elevated than a typical beach weekend, but still has plenty of energy for a group that wants to celebrate.

Best for: Fishing charters, boat days, beach views, nightlife, resort stays, great food, and for a balance of relaxation and adventure.
Alternative: No passport? No problem. We can help plan a boat-and-beach weekend without needing a stamp, with options like San Juan, Key West, Miami, Fort Lauderdale, or other easy U.S. coastal spots.

Potential Trip Add-Ons

Private airport transfers, dinner reservations, beach clubs, pool cabanas, nightlife planning, golf, casino nights, catamaran cruises, rum tastings, fishing charters, upgraded rooms, suites, or VIP-style touches can be added depending on the destination and group vibe.

Customize It

Bachelor trips can be as simple or as polished as the group wants. Brightside Vacations can help with hotels, flights, transfers, room blocks, activities, timing, and the details that keep the trip stress-free.

Skip the Venmos, IOUs, and “who still owes what?” texts. Travelers can pay their own portion directly, so the group organizer doesn’t have to play accountant.

Sample package pricing available by destination, group size, travel dates, hotel style, room setup, flights, and selected activities.

The Bachelorette Edit

A bachelorette trip should feel like the bride and be easy for everyone to say yes to. Whether the group wants live music, beach days, rooftop drinks, brunch, spa time, boat days, great dinners, or matching pajamas back at the house, the right destination sets the tone for the whole weekend.

Favorite ideas

Option 1: Nashville Bachelorette Weekend

Nashville, Tennessee

Nashville makes it easy to build a weekend around live music, rooftop bars, brunch, dancing, shopping, great restaurants, and plenty of group-friendly activities. Stay near Broadway for easy access to the action or choose a neighborhood like 12South for a slightly more relaxed home base with boutiques, restaurants, and photo-worthy stops.

Best for: Live music, nightlife, brunch, rooftop bars, dancing, shopping, group activities, and a high-energy weekend with plenty of options.
Alternative: Not in the bride’s country era? We can plan a different kind of city weekend in places like Austin, New Orleans, Savannah, Charleston, Scottsdale, or Miami.

Option 2: 30A Beach House Getaway

Florida’s Emerald Coast

Settle into a beach house or coastal hotel near Rosemary Beach, Seaside, WaterColor, or Alys Beach for a weekend built around sugar-white sand, turquoise water, bike rides, beachside dining, and time together at the house. Add a beach bonfire, private chef, boat day, spa treatments, or an evening out along 30A.

Best for: Beach days, beautiful vacation rentals, bikeable communities, brunch, boat time, beach bonfires, relaxed evenings, and groups that want something celebratory without nonstop nightlife.
Alternative: Want more resort and less beach-house planning? We can arrange a tropical getaway in places like Cancun, Punta Cana, Jamaica, Aruba, Nassau, Key West, or another easy coastal destination.

Potential Trip Add-Ons

Private airport transfers, welcome setups, grocery delivery, brunch reservations, rooftop bars, nightlife planning, spa appointments, private yoga, beach bonfires, pool cabanas, private chefs, photo sessions, boat days, upgraded rooms, suites, or VIP-style touches can be added depending on the destination and group vibe.

Customize It

Bachelorette trips can be relaxed, high-energy, elevated, or a little bit of everything. Brightside Vacations can help with hotels, vacation rentals, flights, transfers, room blocks, activities, reservations, timing, and the details that keep the weekend stress-free.

Skip the Venmos, IOUs, and “who still owes what?” texts. Travelers can pay their own portion directly, so the group organizer doesn’t have to play accountant.

Sample package pricing is available based on destination, group size, travel dates, hotel or rental style, room setup, flights, and selected activities.