Group Travel Inspiration: Weddings, Bachelorette Weekends, Multi-Gen Trips & More
There is truly something about traveling with your people that makes every memory a little sweeter. Whether you’re celebrating something big or just want an excuse to get away together, group trips are where the best memories are made. Below are some of our favorite types of group travel we plan for clients year after year:

Vow renewal at Sandals South Coast — an unforgettable celebration of love in paradise.
Destination Weddings: Skip the stress of a buttoned up ballroom and picture saying “I do” while barefoot on the beach. Destination weddings are the ultimate two-for-one when it comes to weddings—you get your dream wedding and also a built-in vacation with all your favorite people. Plus, with beautiful beachside backdrops or an overwater chapel, a destination wedding is one everyone will remember! A few of our top booked resorts for destination weddings include Beaches Turks & Caicos, Sandals South Coast and Sandals Royal Bahamian.
Multi-Generational Family Fun: Grandparents, parents, kids… everyone under one resort roof. Multi-gen trips are all about the core memories—lazy pool days, family dinners, and activities for every age. Trust me, it’s the kind of trip everyone remembers for years to come. Multi-generational groups especially love gathering at Beaches Turks & Caicos, Exuma, Walt Disney World, or onboard a Disney cruise, where grandparents, parents, and kids can all enjoy the fun together.
Bachelor & Bachelorette Celebrations in Paradise: Why settle for one night out on the town when you could turn it into a whole vacay? Whether it’s an all-inclusive resort in Mexico (hello tacos & margs!), or a quick getaway to the Bahamas, bachelor/bachelorette trips are about making it a weekend (or week!) to remember….because getting married deserves so much more than just one night of celebrations! Top destinations for bachelor and bachelorette parties include Cabo, Cancun, Puerto Vallarta and the Bahamas.

Traveling Ears Vacations’ 7th Annual Group Trip — celebrating in Curaçao with nearly 30 friends for an unforgettable Caribbean getaway.
Friends’ Trips & Social Crews: Milestone birthday? Girls’ trip? Or honestly, just because you deserve it? Grab your crew and go. Think beautiful beaches, swim up bars, and endless laughs with your best friends. From lots of personal experience hosting annual friends’ trips, these types of getaways fill everyone’s buckets and are good for the soul! Check out one of our 2025 group trip at Sandals Royal Curacao here.
Vow Renewals With a View: Already tied the knot but want to do it all over again? A vow renewal at a dreamy destination is the perfect excuse for a celebration. Big or small, it’s about celebrating your love story in a more relaxed setting and with your favorite people surrounding you. A couple of our clients’ favorite resorts for vow renewals include Beaches Negril and Sandals South Coast.
Here’s the best part: group trips usually come with extra perks and freebies for the hosts (hello, who doesn’t love that?!).
In my next post, I’ll spill all the details on group travel incentives and how you can take full advantage for booking your group with our agency and with our preferred resort partners.
Questions about group travel? Email us today at Team@TravelingEars.com or request your group quote here and we’ll help you get your group getaway off the ground!
Group Travel FAQ
How many people make a “group” for travel perks?
It depends on the resort and travel window. Many resort partners start offering perks around 5–10 rooms or 10–20 guests, depending on the season. We’ll confirm the exact threshold for your dates and destination, then structure your room block to unlock the best bonuses.
When should we book a group trip?
Ideally 9–15 months ahead for the best pricing, inventory, and private-event options. For peak seasons or popular resorts, 12–18 months is even better. Last-minute groups are possible, but perks and room selections may be limited.
What perks can hosts earn?
Perks vary by partner and travel dates but may include free nights, room upgrades, private event credits, or complimentary rooms after a certain pickup. We’ll lay out every available incentive in writing before you commit—no surprises.
Can families and adults-only groups both be accommodated?
Absolutely. For adults-only romance getaways, explore our Sandals honeymoons & romance page. For families and multi-gen groups, start with our Beaches family getaways. (Note: Sandals is adults-only; Beaches welcomes families.)
Do we need a contract and a rooming list?
For perks and guaranteed inventory, yes. We manage the group contract, track your rooming list, monitor pickup, and handle any attrition or deadline adjustments with the resort—so you don’t have to.
Can we host private events (welcome party, rehearsal, beach dinner)?
Definitely. Many resorts offer private cocktail hours, beach bonfires, rehearsal dinners, and more. Some events are covered by group credits; others have a per-person fee. We’ll price options and lock in your venues and menus.
How does your team help throughout the process?
We’re a white-glove concierge team: we source the resort, negotiate perks, manage the contract and room block, build a booking page, coordinate transfers, handle payment reminders, coordinate all logistics of your guests’ arrival/departure, and liaise with on-site staff so your group can simply arrive and enjoy.
What’s the first step?
Tell us your dates, budget, and guest estimate and we’ll present curated options with pricing and perks. Request your group quote here or email Team@TravelingEars.com to get started.