Proposal & Engagement Trips
The best out of 917 Proposal & Engagement Trips deals - enter destination and dates to check availability.
Nearest Proposal & Engagement Trips
Nearest Proposal & Engagement Trips
- +2Instant ConfirmationTrips fromUS $800
Pura Vida Boat Charters
Chicago, Illinois+3Trips fromUS $1,750- +1Instant ConfirmationTrips fromUS $3,500
Captained 37’ Sea Ray Sundancer: Navy Pier
Chicago, Illinois+4Trips fromUS $1,0503rd Coast Cruising – Lagoon 380
Chicago, Illinois+3Instant ConfirmationTrips fromUS $1,2003rd Coast Cruising – Legend 31
Chicago, Illinois+2Instant ConfirmationTrips fromUS $500- +3Trips fromUS $550
Blackhawk Boat Tours, LLC
Chicago, IllinoisInstant ConfirmationTrips fromUS $170- +2Instant ConfirmationTrips fromUS $786
Toronto Breeze Yachts
Toronto, Ontario+4Instant ConfirmationTrips fromUS $2,400
Nearest Proposal & Engagement Trips destinations
Top Proposal & Engagement Trips worldwide
- 6 Hour – Private Boat Tour (AM) - 10:00 AM+8Instant ConfirmationPrice for up to 8 peopleUS $1,100
- Private Sunset Cruise+6Instant ConfirmationPrice for up to 6 peopleUS $250
- 1 hour Blue Lagoon Quick Escape+1Instant ConfirmationPrice for up to 10 peopleUS $56
- 2 HR - Sunset Cruise+1Instant ConfirmationPrice for up to 6 peopleUS $750
- Private Islamorada Sunset Cruise+10Instant ConfirmationPrice for up to 6 peopleUS $300
- Half Day Afternoon/, Sunset+4Instant ConfirmationPrice for up to 6 peopleUS $491
- Private Cabo Arch Snorkeling Tour+5Instant ConfirmationPrice for up to 12 peopleUS $1,399
- 6 Hours- Raccoon Island and Sandbar - 6:00 PM+3Instant ConfirmationPrice for up to 12 peopleUS $789
- 2H - Sunset tour+3Instant ConfirmationPrice for up to 9 peopleUS $246
- 2 Hour – Little River Sunset Tour+4Instant ConfirmationPrice for up to 10 peopleUS $200
Popular Proposal & Engagement Trips destinations worldwide
What boaters say about Proposal & Engagement Trips
- 5.0/5(3 Hour – Morning or Sunset Cruise)
A must do Aruba excursion!
This day was so much fun! Jose, Isaac, and Joshua were amazing and made the day perfect! Music for whatever you like, floats, lillipad, snorkeling, delicious drinks, fantastic food, and some history about the area. They even got some birthday cupcakes for my brother! I will book this every time I'm here to visit! Thanks guys for the most memorable day! You did the best job!
- 5.0/5(2 Hr – Dolphin & Wildlife Adventure - 5:00 PM)
Amazing time
Captain Sean was the best and knows his clientel and how to make them feel comfortable. Will book again several times
- 5.0/5(2 Hour – Little River Sunset Tour)
Awesome Trip!
Captain Trent was awesome! woukd totally recommend taking a trip with him.
- 5.0/5(4 Hr – Friends & Family Snorkelling)
Ola che🔥
We spent the whole morning fishing with my girlfriend and a couple of friends. Knowing next to nothing about fishing, I still managed to catch around 5 fish! The captain was incredibly attentive and even made sashimi for us with our catch. We also stopped at a beautiful beach with reefs, where we relaxed on inflatable loungers and went snorkeling while they prepared our food. The service was a solid 10/10! Not only a great captain, but a chef too! Thanks, Ola Che! ⭐️⭐️⭐️⭐️
- 5.0/5(2 Hour – Little River Sunset Tour)
Boating with Trent
What a awesome trip my family and I loved our sun set cruise and Capitan Trent was great we are planning another trip probably in May
About Proposal & Engagement Trips
Proposal & Engagement Trips turn a big life moment into a calm, private time on the water. You get a quiet setting, open views, and a relaxed pace. It is simple, romantic, and easy to plan.
Expect a short safety chat, then a smooth cast off from the dock. Your captain will cruise to a scenic spot, often at sunset. The bow, which is the front of the boat, makes a great place for photos.
Trips are run by licensed captains who know how to time the moment. Tell them your plan, music, and any surprise details. Many offer extras like a chilled toast, flowers, or a photo stop at anchor.
This experience suits first-time boaters, couples, small families, and close friends. Wear soft, non-marking shoes and bring layers, sunscreen, and a camera. If anyone gets seasick, choose a calm bay or larger vessel like a catamaran for a steadier ride.
Regulations vary by location, so check local licenses, permits, and operating rules before you go. Follow your captain’s safety briefing, know the capacity rating, and keep life jackets, also called PFDs, ready for all guests. Always respect USCG rules, no open containers for the captain, and local laws on drones and celebrations.