13 Spectacular Places And Ways To Pop The Question This Year

Planning the perfect moment for an engagement? These resorts and cruise ships all have a knack for romance.

Getting engaged is a life-changing event meant to be as special as the person you love—in a setting that's beautiful, unexpected, and out-of-this-world romantic. With March 20 designated as National Proposal Day, there's still time to pop the question in a tropical paradise (or plan for a future date) and we've found a dozen island and coastal resorts and two cruise lines offering proposal packages designed to make the moment memorable.

Hotel Barriere Le Carl Gustaf, St. Barth

Is peace, privacy, and award-winning gastronomy your idea of the perfect proposal? The "Be Romantic Package" at Hotel Barriere Le Carl Gustaf is a truly exclusive way to get engaged—with the option to pop the question while dining on a menu by a Michelin-starred chef. The offer includes: one night in a Junior Suite Terrace Sea View, a romantic welcome amenity in the room, complimentary in-room breakfast, a 45-minute couples massage at Spa Diane Barriere, sunbeds at Shellona Beach Club, a three-course meal at Fouquet's with menus designed by three-star Michelin Chef Pierre Gagnaire, and private roundtrip transfers. This offer starts at $1,883 and can be booked here.

S Hotel Jamaica, Montego Bay

If you love the lively vibe of Montego Bay, S Hotel Jamaica, a boutique all-inclusive hotel that offers an authentic Caribbean experience, has the "Together Forever" engagement package that includes a candlelit dinner for two at the Sky Deck or on the beach with floral centerpiece, votive candles, etc.; a one-hour photo shoot to capture the moment; and one hour of entertainment (violinist/guitarist) during dinner. 

 The romantic experience starts at $1,453. Room rates also start at $529/night.

Hyatt Regency Maui, Hawaii

Hyatt Regency Maui Resort and Spa, set on Maui's Kaanapali Beach with its legendary sunsets, is a 40-acre oceanfront oasis that's ideal for a proposal. You can pop the question amid the flora in the Oriental Garden or under the stars at the Lahaina Tower's Rooftop. The hotel's Proposal Concierge will help coordinate location, decorations, and more when you book the Ku'uipo (Sweetheart) Offer, which includes location setup by your Proposal Concierge at either Japengo Point (morning only) or Oriental Garden (anytime), light petal scatter, photography for one hour, champagne toast, and turndown service with chocolate covered strawberries. 

The Ku'uipo offer starts at $4,000 (not including accommodation, which must be booked separately; rates start at $655/night) and can be arranged by calling 808-667-4932.

Sandals Resorts throughout the Caribbean

With 17 all-inclusive resorts throughout the Caribbean—in Jamaica, St. Lucia, the Bahamas, Barbados, Curacao, Grenada, and Antigua—Sandals can help you arrange the tropical island proposal of your dreams on one of your favorite islands. Just choose the resort that's right for you (rates vary by resort, room category and dates booked) and then contact Sandals' Engagement Concierge to put your plan for an unforgettable engagement into motion.

Secrets Resorts and Spas in the Caribbean and Mexico

With the "Pop the Question" engagement package at Secrets Resorts and Spas—which has multiple properties in Mexico, Jamaica, the Dominican Republic, and St. Martin—you can keep it simple and affordable in a spectacular setting as you begin your forever after. The package includes romantic rose petal and candle "path" decoration leading towards the proposal spot on the beach, a "Will you marry me..." message carved in the sand, a bottle of sparkling wine, a bouquet of roses, a door band reading "Just Engaged!", and an engagement-photo shoot with five photos included. 

The package is $299 or complimentary when staying five nights in the required room category or higher. Check here and book by June 21, 2023, by contacting your travel advisor or the resort's Wedding Coordinator.

Hammock Cove Antigua

For seamless all-inclusive ease, adults-only Hammock Cove Antigua offers an over-the-top, no-stress "Say Yes" Proposal Package that includes a five-night all-inclusive stay for two in a waterfront villa with a private plunge pool, a private dinner for two under the stars in the Pink Gazebo with a bottle of Champagne, a sunset catamaran sail, a 60-minute couples massage, and video of the proposal (up to one hour of videography coverage to be edited into a 1-2 minute video and delivered in HD quality). 

The "Say Yes" Proposal Package starts at $12,000. Book by May 1, 2023, for travel by December 21, 2023 with code SAYYES. 

The Buccaneer, St. Croix. U.S. Virgin Islands

One of the three islands in U.S. Virgin Islands, St. Croix is known for its Dutch-colonial architecture, relaxed pace and superb snorkeling—and a passport isn't required for a visit. With the "Pop the Question Package" at The Buccaneer, a historic family-owned beach and golf hotel opened in 1947, you can propose in "America's paradise" with a simple add-on to your stay. 

The package includes guaranteed king bedding, a welcome basket, a Buccaneer commemorative book, Buccaneer engraved champagne flutes, a private beachside cabana rental for one day, complimentary prosecco at the proposal site, and a $100 resort credit to use towards a massage, dining, golf or tennis. The cost is $400. (Note: There are no substitutions and gratuities are not included). Nightly rates start at $476/night.

Grand Isle Resort and Residences, Great Exuma, Bahamas 

The Out Islands of the Bahamas are known for their ultra-relaxed ambience and Grand Isle Resort & Residences, a four-diamond villa-style resort on Great Exuma's Emerald Bay, has a Romantic Sunset Dinner Package that will provide an unforgettable backdrop for your proposal. 

Let the Grand Isle and 23° North Beach Club teams arrange the perfect proposal set-up for a three-course dinner, enhanced perhaps by steel-pan music and a heart-shaped rose petal set-up, starting at $575 for two (including tax, gratuity, set-up and private server). Nightly rates start at $679/night.

The Cliff Hotel, Negril, Jamaica

What better spot to ask "Will you marry me?" at sunset than Negril? And with the "Sunset Proposal" package at The Cliff Hotel, you can enjoy a relaxing getaway to this "barefoot luxury" property featuring 33 suites and villas and then choose the perfect place to get down on one knee for the big moment. 

The customizable package includes VIP arrival/Departure MoBay Service, an onsite planner, a proposal location with tropical décor, and a private three-course dinner, plus additional items if requested. The package starts at $1,200 and is bookable here; room rates start at $345/night.

Tamarind by Elegant Hotels, Barbados

All-inclusive resort Tamarind by Elegant Hotels, set on a beautiful beach on the lush West Coast of Barbados, has a "Proposal in Paradise" offer that allows you to your work with onsite coordinators to create the perfect moment—from a private dinner on the beach to a sunset catamaran cruise or a romantic horseback ride on the beach. 

Check here for nightly rates, which start around $540, all-inclusive, and here to contact a coordinator.

Park Hyatt St. Kitts

If a luxury getaway is part of your proposal plan, Park Hyatt St. Kitts has a few dreamy proposal options. Book a stay and you can head to the Sugar Mill Spa and Sanctuary, where healers and elite spa experts can help you unwind and unify with intention-based treatments—before you create an everlasting engagement memory with the resort's Destination Dining experience: a private dinner under the Rampart Waterfall. 

If the ultimate engagement splurge is your intention, you can book the 5,280-sq. ft. Three-Bedroom Presidential Villa, which features a private infinity pool overlooking the ocean, a private stretch of beach, state-of-the-art kitchen, game room, wellness area, and living room. There are two extra bedrooms, so you can invite surprise guests (parents, siblings, best friends?) to enjoy a post-engagement party. 

Room rates start at $750/night; call 1-869-468-1234 or email parkhyattstkitts@hyatt.com for Presidential Villa rates.

Andaz Mayakoba Resort Riviera Maya, Playa Del Carmen, Mexico

Tranquil lagoons, a white-sand beach, and Mayan-inspired décor can be the backdrop for your proposal at Andaz Mayakoba Resort Riviera Maya, where the "Unforgettable Engagement" offer makes the most of the 590-acre property's natural beauty. The package includes Presidential Suite accommodations for 3 nights with breakfast for two, a half-day Mayakoba Yacht experience, private proposal followed by a four-course, romantic dinner tasting on the beach with wine pairings and floral arrangements, a couples spa treatment at Naum Spa, and a complimentary photoshoot on the beach or in the Presidential Suite. 

The package starts at $20,000 and can be booked by contacting Reservations-Mayakoba@andaz.com and referencing "Andaz Mayakoba – Unforgettable Engagement."

Get Down on One Knee at Sea

Sailing away from a Caribbean island at sunset is magical—and the perfect moment to propose. A cruise also allows you to pop the question in a sublime beach setting or other memorable locale during your port call. Several cruise lines can help make it all happen. 

With Princess Cruises' Engagement "Everything But the Proposal" Package, you can channel "The Love Boat" energy as Princess helps set up the proposal and supplies a videographer and a photo of the moment itself before you celebrate with an onboard dinner or enjoy a side-by-side massage, a romantic in-room breakfast and more. The package starts at $695 (cruise fares and spa treatments are additional); for more details email info@royalwed.com
The folks at Disney Cruise Line also love a good fairytale romance and their Disney Cruise Line Engagements offer a variety of options for "magical proposal moments," from a romantic dinner at adults-only Palo to a private port adventure that culminates with "Will you marry me?"