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Popular Sunset & Dinner Cruises Charters in Jamaica  . Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Jamaica- BoatBooker

Jamaica

Experience the island from the water with Jamaica boating charters, where emerald hills frame turquoise seas and every bay feels like an invitation. This Caribbean favorite is renowned for warm, clear waters, steady breezes, and a relaxed rhythm that turns any cruise into a celebration of sun and sea.Set your course along dramatic headlands and palm-lined shores, stopping to snorkel over colorful reefs or swim in sheltered coves. Jamaica boating charters can glide between lively hubs like Montego Bay and Negril or trace the greener, quieter coastline near Port Antonio and Ocho Rios, revealing hidden beaches, blue-water drop-offs, and postcard-perfect anchorages.On board, choose your pace: unhurried coastal sails, reef-to-reef snorkeling circuits, or offshore runs with panoramic island views. Sunset outings are a favorite, pairing fiery skies with calm evening seas, while daytime excursions highlight vibrant marine life and inviting swim spots ideal for families and groups.From nimble powerboats and spacious catamarans to private yachts, local crews bring deep knowledge of conditions, moorings, and the best spots to hop in the water. With year-round tropical weather and a welcoming maritime culture, Jamaica boating charters make it easy to plan memorable tours and rentals that showcase the island's natural beauty from the best vantage point—your own deck.

Discover the breathtaking beauty of Jamaica with unforgettable Jamaica Boat Tours. This Caribbean gem, known for its stunning coastline, crystal-clear waters, and vibrant culture, offers a perfect setting for your next maritime adventure. Whether you're looking to relax on a luxurious yacht charter or snorkel among the colorful marine life, Jamaica has something for everyone.

Explore the majestic coastline of Negril, with its famous Seven Mile Beach, or experience the lively atmosphere of Montego Bay. Each Jamaica boat tour offers a unique perspective on the island's enchanting landscapes and lively spirit. Enjoy a sunset sail, a snorkeling adventure, or a deep-sea fishing excursion with expert guides who know the waters inside out.

From catamaran cruises with live music and open bars to private yacht charters that cater to your every whim, there's no shortage of ways to experience the best of Jamaican waters. Whether you're traveling with family, friends, or as a couple, these tours are designed to create lifelong memories.

With its warm climate, stunning natural beauty, and welcoming locals, Jamaica is an idyllic destination for boating enthusiasts. Let the rhythm of reggae music and the warmth of the Caribbean sun guide your journey as you explore the island's shores and discover its hidden treasures. Book your Jamaica boat tour today and immerse yourself in the ultimate Caribbean experience.

Swordfish Water Sports ltd

Ocho Rios

Swordfish Water Sports Ltd is a 1994 Bay liner Bay liner Sportfishing (restored in 2024), based out of Ocho Rios. It can take up to twenty guests. The boat is powered by two 300 HP diesel inboard Yanmar engines, offering a maximum cruising speed of 25 kno

Throw your cares away, sailing Full Day on Sailing Yacht Freestyle. Fun all day with Sailing, Snorkeling, Swimming, Dance Party, Full Jamaican Bar, Reggae Music, and Jamaican Lunch.

Come join us for some Fun, and catch the beautiful Caribbean Sunset!

Freestyle Sailing Experience

Montego Bay

Set sail with Chokey Taylor, renowned Jamaican songwriter and musician, aboard his 51&rsquo; sailing yacht Freestyle for an unforgettable adventure in Montego Bay Marine Park. Explore 17 miles of lush coastline and vibrant marine life on your private sail

A golden-hour escape for couples and small groups. Sip chilled drinks, enjoy curated music, and watch the sun melt into the Caribbean Sea aboard your private yacht.

Private yacht Bliss - romance, sea, and serenity

Fredam-Private 42ft Luxury Yacht (Ocho Rios)

Fredam &ndash; Private 42ft Luxury Yacht (Ocho Rios)&nbsp; Experience Jamaica from your own private luxury yacht &mdash; perfect for birthdays, girls trips, couples, and unforgettable celebrations on the Caribbean Sea. Step aboard your 42ft yacht with a w

After being picked up at the beach by Captain Jace, we will snorkel twice, at the reef and then in the famous Negril caves where pirates once hid. 
This tour is an open bar, including beer, rum punch, sodas, juice, and water.
Finally, we cruise to watch the sunset at Rick's Cafe. You are welcome to get off and spend time people watching or do some cliff jumping.
Music, drink, and priceless memories are included free of charge!

Captain Jace Allen – Glass Bottom Boat

Negril

Step aboard Captain Jace Allen&rsquo;s 2023 Custom Glass Bottom Boat in Negril and experience Jamaica&rsquo;s stunning coastline like never before. With space for up to 20 guests, this unique vessel combines comfort, safety, and adventure. Powered by a re

Sip, Stroll, or relax with Tides & Treasure enjoying the unforgettable day as we explore the best of Jamaica. Charter time can be adjusted to 9am to 1 pm or 2pm to 6 pm additional person up to 3 

Island Dog – Reel Deal

Experience the ultimate day on the water with Island Dog Watersports Ltd, a classic 1997 Tiara 4100 Motor Yacht based in beautiful Ocho Rios. Accommodating up to fifteen guests, this spacious yacht is perfect for family outings, group adventures, or a pri

You'll sail within Montego Bay, along the coastline with swim and snorkeling stops. You'll also sail into our beautiful marine and wildlife sanctuary, aka Bird Island and Bogue Lagoon.

Time of departure is flexible.

Gypsy Sails Ltd

Embark on an unforgettable journey and immerse yourself in the stunning waters of Montego Bay, Jamaica. The experience is entirely customizable to cater to your desires, whether you prefer sunbathing, swimming, snorkeling, or indulging in delicious treats

PREMIUM PACKAGE (Private Chef on board)
- $5,000 USD + 15% Governmental Tax. 15% gratuity is also customary and can be paid in cash. Groups surpassing 12 people will attract an additional charge of $350 per extra guest.
4 hours of cruising with scrumptious, fresh seafood lunch from your private chef on board, or lunch of your choice.
- Premium bar
- DJ included

The yacht departs at 10 am and 3 pm daily.

Mimosa Jamaica Yacht Charter - 55ft Mimosa

Mimosa Jamaica Yacht Charter invites you aboard the 55ft Mimosa&mdash;a beautifully restored 1998 Sedan Bridge Motor Yacht offering true luxury on the waters of Montego Bay. Fully upgraded in 2022 and accommodating up to twenty-five guests, this elegant v

Montego Bay Sunset Dinner Cruise – 4 Hours: Enjoy a magical evening on a private cruise as you sail along Jamaica's coast at sunset. Indulge in a delicious dinner onboard while taking in breathtaking ocean views and golden skies. A perfect romantic or group experience combining fine dining, relaxing vibes, and unforgettable Caribbean scenery.

Stephanos Yacht Charters

Step aboard Stephanos Yacht Charters, a spacious 2002 Regal Commodore 4160 Cruiser based in stunning Montego Bay, designed for unforgettable days on the water. Perfect for groups of up to 15 guests, this yacht combines comfort, performance, and fun for th

Enjoy a Beach Day or Party Cruise with Us!

Experience the perfect beach day! Relax or party, swim in crystal-clear Caribbean waters, soak up the sunshine, and enjoy breathtaking coastal views. 

Whether you're looking to unwind, explore, or create unforgettable memories. Our beach cruise offers the perfect getaway and a vibe like no other.

Mary Kate

Step aboard Mary Kate, a spacious 1999 Mainship Sedan Bridge Cruiser and experience the beauty of Montego Bay from the water in comfort and style. Accommodating up to 15 guests and powered by twin 300 HP Yanmar diesel engines, she cruises at speeds of up 

As daylight fades, Montego Bay reveals a side of Jamaica few visitors truly experience. Amaising Sunset pairs the island's spectacular golden hour with authentic local traditions, from freshly grilled fish prepared onboard to the unforgettable sight of aircraft gliding low overhead on their final approach. Surrounded by breathtaking coastal views, every element of the evening is thoughtfully curated to capture the flavors, scenery, and atmosphere that make Jamaica unforgettable.

The Amaising Way

Set sail from Montego Bay aboard Reel Amaising, a 2000 Tiara Yachts 3100 Open Express Cruiser designed for unforgettable days on the water. Accommodating up to 12 guests, this spacious vessel is powered by twin 370 HP Cummins diesel engines and can reach 

Sunset & Dinner Cruises in Jamaica

Top Sunset & Dinner Cruises in Jamaica