Honeymoon Itineraries: Sample Trips with Real Pricing

You found the venue. You survived the seating chart. Now it's time for the part of this whole wedding journey that's actually just about the two of you: The honeymoon.

Whether you're dreaming about ocean views in Maui, mountain air in Colorado, or cobblestone streets in Charleston, we've put together sample honeymoon itineraries to show you what a fully planned trip looks like — including what it costs.

Browse the options below, steal some ideas, or let our travel team build something completely custom around your vibe, your pace, and your budget. You'll get VIP perks, better rates than booking on your own, and a real human planning it all for you. (Did we mention it's totally free?)

HONEYMOONS

Your honeymoon should feel like a deep exhale after all that wedding planning. Think: custom-curated itineraries, zero logistics stress, and a trip that actually fits your travel vibe.

We design each itinerary around your style, your pace, and yes, your budget. From choosing the right destination to locking in resorts, flights, and can’t-miss experiences, every detail is handled so you can stay focused on each other.

7 days, 6 nights | Estimated cost: $7,500–$12,000 total for two (depending on travel dates and season)

Why You’ll Love It

It’s the kind of honeymoon where the days feel unhurried and the highlights are spaced just right. You’ll experience Maui’s iconic sights while still having plenty of time to sleep in, linger over breakfast, and soak it all in. The vibe is calm, romantic and easy.

Where You Will Stay
Six nights at a luxury ocean view resort where the beach is always nearby and everything feels taken care of. We’re talking beautiful rooms, thoughtful service, and zero decisions required. Favorite options include Andaz Maui at Wailea, Four Seasons Resort Maui and Grand Wailea Resort and Spa.

Signature Experiences
Drive the Road to Hana with waterfalls, winding coastal roads, and plenty of “pull over and marvel” moments. Take a helicopter tour over Maui and Molokai for spectacular panoramic views. Sip cocktails on a sunset cruise and spend an evening at a traditional luau with great food, music, and storytelling.

The Flow
Arrival day is intentionally low-key with an easy check-in and a sunset cruise to kick things off. One day is all about the Road to Hana. Another blends a helicopter tour with optional spa time and a luau in the evening. A final highlight includes snorkeling at Molokini Crater followed by time for a beach walk, relaxed photo session, or farewell dinner by the ocean. The rest of the days are left open for pool time, naps, shopping, spontaneous plans, or doing absolutely nothing at all.

Optional Enhancements
Couples spa treatments, a romantic photo session, orchid lei airport greeting, or upgraded snorkeling and sailing experiences if you want to dial things up a notch.

4 days, 3 nights | Estimated cost: $6,500 –$11,000 total for two (depending on travel dates and season)

Why You’ll Love It
If your idea of romance involves a crackling fire, mountain air, and zero cell service, this one’s for you. Equal parts romantic and adventurous, it’s perfect for couples who’d rather hike a trail than lie on a beach. Think mountain views, cool temperatures, and quiet moments balanced with just enough adventure. 

Where You Will Stay
Three nights at a luxury mountain retreat where views stretch for miles and evenings are best spent fireside. Expect warm interiors, great service, and that peaceful alpine quiet you can’t get anywhere else. Favorite options include The Little Nell, Beaver Creek Lodge, Black Canyon Inn, and Devil’s Thumb Ranch.

Signature Experiences
Ride a gondola up the mountain for sweeping views. Unwind with a couples spa treatment. Head out on a private Jeep or snowmobile tour through the backcountry. Cap things off with stargazing and hot cocoa by the fire, a private chef’s dinner, or a decadent wine and fondue night.

The Flow
Arrival day is relaxed with a scenic flight into Denver, Aspen, or Vail, followed by a smooth transfer to your mountain retreat and a cozy first evening by the fire. One day is all about the gondola ride and panoramic views, with a slow afternoon and an intimate dinner. Another blends spa time with a backcountry adventure and a quiet night under the stars. Your final morning is unhurried: breakfast, optional photos, and an easy ride back to the airport.

Optional Enhancements
Mountain view photo session, ski day or snowshoe excursion, forest bathing and guided meditation, or in-room florals with a champagne welcome.

5 days, 4 nights | Estimated cost: $6,000–$10,000 total for two (depending on travel dates and season)

Why You’ll Love It
Can’t decide between charming city vibes and beachy relaxation? You don’t have to choose. This itinerary gives you both: the romance of historic Charleston and a peaceful oceanfront escape on Kiawah Island. The pace is relaxed but never boring with cobblestone strolls, incredible food, and breezy coastal afternoons. 

Where You Will Stay
Four nights split between a luxury historic hotel in Charleston and a beachfront resort on Kiawah Island. Both deliver character, comfort, and service that makes you feel taken care of. Top picks include The Vendue, The Cottages on Charleston Harbor, Wentworth Mansion, and The Restoration.

Signature Experiences
Explore Charleston on a guided walking tour through historic streets and hidden alleyways. Take a private carriage ride through the French Quarter. Enjoy sunset cocktails on a rooftop overlooking the harbor. Then trade the cobblestones for Kiawah’s scenic coastline — long beach days, easy bike rides, and a couples spa treatment to round it all out.

The Flow
You’ll start in Charleston with an easy check-in, a stroll through Waterfront Park, and a candlelit dinner in the French Quarter. One day is devoted to walking tours, shopping along King Street, and optional carriage rides, topped off with rooftop cocktails at sunset. Midway through the trip, you’ll transition to Kiawah Island for beach time, bike rides, and a relaxed seafood dinner under the stars. Another day blends kayaking or paddleboarding with spa time and a romantic evening on the beach. Your final morning is slow and quiet with breakfast by the ocean before heading back to Charleston for your flight home.

Optional Enhancements
Private beach photo session, intimate chef’s tasting dinner, sailboat sunset cruise, or a champagne and floral welcome in your room.