A Complete Guide to the Private Yacht Tour with Flying Dress Photoshoot in Montego Bay
Imagine cruising along the stunning coastline of Montego Bay on a private yacht, enjoying delicious Jamaican cuisine, snorkeling in crystal-clear waters, and capturing unforgettable photos in a flying dress—all tailored exclusively for your group. While we haven’t personally hopped aboard this particular vessel, reviews and detailed descriptions paint a picture of a high-end, customizable experience suited for celebrations or simply indulging in some Caribbean luxury.
What we love most about this tour is its private setting—no crowds, just your party—and the flexibility to choose your stops and playlist. The attention to detail, from gourmet meals to the option of a professional photoshoot, suggests a thoughtfully crafted experience. A potential consideration is the hefty price tag, which might be steep for some travelers, especially when divided among a larger group. But for those celebrating special occasions, this tour promises a memorable splurge.
This experience is best suited for travelers who appreciate a combination of luxury, personalized service, and scenic beauty. Whether you’re celebrating a birthday, wedding, reunion, or just want a lavish day on the water, this tour offers an array of options to make your day truly special.
Key Points

- Private and customizable: You control stops, music, and activities, ensuring an intimate experience.
- All-inclusive refreshments: Premium alcohol, rum punch, and delicious Jamaican or KFC food included.
- Scenic and flexible itinerary: Stops at Margaritaville, Doctors Cave Beach, snorkeling, and the Fish and Bird Sanctuary.
- Optional flying dress photoshoot: Capture stunning images against Montego Bay’s coastline.
- Ideal for special occasions: Birthdays, weddings, and reunions get extra attention, with advanced notice needed for photography.
- High-end price but high value: The experience delivers personalized luxury, with options to customize and extend the fun.
An In-Depth Look at the Montego Bay Yacht Experience

You can also read our reviews of more boat tours in Montego Bay
Starting with the Basics: Private and Convenient
The tour is priced at $3,744 per group (up to 15 people), which translates into a significant investment. But it’s important to remember that this cost covers your entire group, making it more affordable per person than many luxury experiences—particularly when celebrating something special. The tour lasts about three hours, a manageable window that allows for a relaxed yet activity-packed day.
Pickup is offered, which simplifies logistics, especially if you’re arriving from a cruise port or hotel. The mobile ticket system also streamlines access, allowing you to go directly to the boat without fuss.
The Itinerary: A Mix of Relaxation and Adventure
Cruise Around Montego Bay Harbor
We loved the way the tour starts with a gentle cruise along the harbor, giving everyone a chance to settle in and soak up the views. The calm waters and scenic coastline provide a perfect backdrop for a leisurely sail, with the option to bring your own playlist or have the crew play your preferred music.
Snorkeling at Montego Bay Marina
Next is snorkeling—an activity that’s accessible for most, with snorkeling gear provided. The snorkeling spot at the marina offers a glimpse into the vibrant underwater life, though it might not be as extensive or dramatic as reef dives in more remote spots. Still, the chance to float above colorful fish in clear water adds genuine fun and value to the trip.
Lunch at the Hip-Strip
Midway through, you’ll stop at the world-famous Montego Bay Hip-strip, where a well-catered lunch awaits. Options include authentic Jamaican Jerk Chicken with rice & peas and salad, or a simpler yet satisfying KFC chicken with fries and biscuits—catering to different tastes. Fresh seasonal fruit or snack trays are also available upon request, making it a flexible and enjoyable meal break. The setting here is relaxed, and the food quality is generally deemed good, adding a genuine taste of Jamaica.
Rest and Scenic Cruising
Post-lunch, the boat takes you to the Montego Bay Fish and Bird Sanctuary. This peaceful spot offers a chance to see local wildlife and enjoy more tranquil views—perfect for those who prefer a laid-back vibe rather than intense activity.
The Flying Dress Photoshoot: A Standout Option
One of the unique add-ons is the Flying Dress Photoshoot. Imagine yourself in a flowing, dramatic dress, with the stunning backdrop of Montego Bay’s coastline and turquoise waters. The experience is tailored to those interested in capturing beautiful, magazine-worthy images, making it ideal for special celebrations or just a luxurious treat.
Participants must specify how many will do the photoshoot, and the package includes all unedited photos plus five professionally edited images. It’s a memorable way to take home high-quality mementos of your trip, though it does add to the overall cost.
Final Stop: The Fish and Bird Sanctuary
The cruise concludes at this tranquil sanctuary, offering a final scenic perspective of Montego Bay’s natural beauty. It’s a calm ending to an already scenic day, perfect for unwinding before heading back.
You can also read our reviews of more private tours in Montego Bay
- Blue Hole, Secret Falls, River Tubing With Private Transport
- Montego Bay: Private River Tubing Adventure
- From Montego Bay: Private ATV Experience Tour
- Rocklands Bird Sanctuary & Bird Farm With Private Transport
- Rose Hall Great House: Private Tour From Montego Bay
- Montego Bay: Private Historical & Culture Local Tour
Practical Considerations and What You Can Expect
- Duration & Group Size: Three hours with a maximum of 15 guests ensures an exclusive, personalized experience.
- Cost & Value: While $3,744 is a significant expenditure, it includes food, drinks, snorkeling gear, and the photoshoot—factors that often cost extra on similar excursions.
- Flexibility: You can request specific stops like Margaritaville or Doctors Cave Beach, tailoring the day to your preferences.
- Music & Atmosphere: Your playlist, or the crew’s, creates a fun, relaxed vibe—important since the atmosphere is largely shaped by your choices.
- Photo Options: The flying dress shoot offers an elegant souvenir, especially appealing for celebrations or just indulging in a bit of glamour.
What Real Guests Say
Although there are no official reviews yet, the detailed descriptions suggest that travelers can anticipate stunning views—a key highlight. The tour’s focus on personalized luxury and scenic stops makes it stand out among Caribbean excursions.
Tips for a Smooth Experience
- Book well in advance—average booking is 67 days ahead—to secure your preferred date and ensure the photoshoot.
- Communicate your group size and any special requests, especially for the flying dress option.
- Consider your budget: this is a splurge, but the private, all-inclusive setup offers a lot of bang for your buck for special occasions.
- Be prepared for a flexible schedule—your captain can stop where you want, so come with some ideas or be ready to relax.
Who Should Consider This Tour?

This yacht trip is ideal for couples celebrating a honeymoon, families marking a reunion, or groups of friends looking to indulge. If you value privacy, scenic beauty, and personalized service, this experience ticks all the boxes. It’s also perfect for those wanting to combine adventure (snorkeling) with luxury (gourmet food and professional photos).
However, if you’re seeking a budget-friendly or highly active adventure, you might find this package a bit indulgent. The focus on comfort, scenery, and extras means it’s best suited for travelers who want a memorable, tailored experience in Montego Bay.
Final Thoughts

This private yacht tour in Montego Bay offers a well-rounded, luxurious way to enjoy the Caribbean’s natural beauty in style. From scenic cruising and snorkeling to gourmet Jamaican food and the chance to create stunning photos, it’s designed for those who want to celebrate or treat themselves. The experience combines flexibility with elegance, making it a strong choice for special occasions or anyone wanting a day of personalized indulgence.
While the price might seem steep at first glance, the inclusions—meals, drinks, snorkeling gear, and a photoshoot—make it a worthwhile investment for a memorable day. The private setting means you won’t be crowded, and the ability to customize your stops adds a personal touch many tours lack.
If you’re after a luxurious, scenic, and customizable adventure with a bit of glamour thrown in, this Montego Bay yacht trip is worth considering.
FAQs

How long does the tour last?
The experience runs for about three hours, giving you enough time to enjoy multiple stops and activities without feeling rushed.
What is included in the price?
The price covers your private yacht cruise, refreshments including premium alcohol and rum punch, Jamaican or KFC food, snorkeling equipment, and the flying dress photoshoot if you choose it.
Can I customize the stops or playlist?
Yes, since it’s a private experience, you can request specific stops like Margaritaville or Doctors Cave Beach and bring your own playlist or ask the crew to play your preferred music.
Is snorkeling suitable for beginners?
Most travelers can participate, as snorkel gear is provided. However, it’s not a deep reef dive, so if you’re comfortable in shallow water, you’ll enjoy this stop.
What should I know about the photoshoot?
The flying dress photoshoot is an optional add-on. You need to specify the number of participants, and the package includes all unedited images plus five professionally edited photos against the beautiful Montego Bay backdrop.
Is tipping included?
No, tips and gratuities are not included, so consider bringing some cash if you wish to thank your crew for their service.
In all, this Montego Bay private yacht tour offers a blend of scenic beauty, personalized service, and luxury touches that make for a truly special Caribbean day. Perfect for celebrating a milestone or simply indulging in a bit of island glamour, it stands out as a memorable choice in Jamaica’s vibrant tourist scene.
More Boat Tours & Cruises in Montego Bay
- Negril and Ricks Cafe Sunset Tour with Boat Ride and Snorkeling
- Catamaran Party Cruise and Snorkeling in Montego Bay
- Glass bottom Boat Tour and Snorkeling Experience in Montego Bay
- Catamaran Cruise with Dunns River Falls from Montego Bay
- Sailing Adventure Cruise from Montego Bay
- Sunset Catamaran cruise, Snorkeling and Rick’s Cafe from Mobay
More Tours in Montego Bay
More Tour Reviews in Montego Bay
Not for you? Here's more nearby things to do in Montego Bay we have reviewed
- Montego Bay Sightseeing and Shopping Tour
- Bush Trails Excursion ATV/Buggy Tour
- Ziplining in YS Falls and Black River Safari Private Tour
- Great River Bamboo Rafting & hipstrip Tour
- MBJ Airport Arrival and Private Transfer with Beach Stop
- Snorkeling and Tubing in Montego Bay with Transportation
- Private Luminous Lagoon Tour from Montego bay
- Mobile Notary Public Service
- Private Transfer to Hotels in Jamaica
- Negril and Ricks Cafe Sunset Tour with Boat Ride and Snorkeling
- Halfmoon resort and spa private airport transfer
- Adventure and Activity Based Music and Nightlife and Nature
