Top North America Sunset Cruises

Q: What are the best options for North America Sunset Cruises?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best North America Sunset Cruises are: Miami Private Sunset Cruise by The Cleat with Champagne Sunsets and Whales Mega Yachts ALL INCLUSIVE: Puerto Vallarta Private Romantic Sunset Boat Cruise in Fort Lauderdale! 2 Hour Private Sunset Boat Charter With Captain 3 Hours - 53' Hatteras - Tulum, Playa Del Carmen, Riviera Maya

Q: What are the best kid-friendly options for North America Sunset Cruises Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly North America Sunset Cruises are: Miami Sunset and Skyline Cruise 3:00 PM Dolphin Watch Escape BYOB Tiki Cruise in Clearwater Beach with Dolphin Watching Destin Dolphin Watching and Sunset Cruise Circle Line: 1.5hr New York City Statue of Liberty Sunset Cruise View all kid-friendly Tours →

Q: Which North America Sunset Cruises have Instant Confirmation?

North America Sunset Cruises with Instant Confirmation include: Miami Sunset and Skyline Cruise 3:00 PM Dolphin Watch Escape BYOB Tiki Cruise in Clearwater Beach with Dolphin Watching Destin Dolphin Watching and Sunset Cruise 1000 Islands Sunset Cruise from Clayton, NY View all Tours with Instant Confirmation →

Q: Got any more North America trip ideas?

We sure do. Check out our curated lists of hand-picked North America Tours. Top 10 North America 2026 Senior-friendly tours North America The best tours and activities for culture lovers in North America Top Day Trips from North America Things to do in North America this summer View all North America Trip Ideas →

Q: What are the most popular styles of Tours and Activities in North America?

Based on our sales data over the past year, the most popular styles of tours and activities in North America are: North America Luxury & Special Occasions North America Luxury Tours North America Tours & Sightseeing North America Kid Friendly North America Cruises, Sailing & Water Tours View all tour styles in North America →

Lahaina Maui | Romantic Luxury Sunset Sail | Motors Off Sailing

Experience a romantic Maui evening aboard Paragon, Sail Maui's flagship 47-foot performance sailing catamaran. Settle in together and experience the peace and serenity of sailing …More

Maui, USA

5.0 (48)

Lahaina Maui | Romantic Luxury Sunset Sail | Motors Off Sailing

Experience a romantic Maui evening aboard Paragon, Sail Maui's flagship 47-foot performance sailing catamaran. Settle in together and experience the peace and serenity of sailing...

2 hours Free Cancellation

5.0 (48)

from
$127

Small-Group San Diego Sunset Sailing Excursion

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat …More

San Diego, USA

5.0 (638)

Small-Group San Diego Sunset Sailing Excursion

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat...

3 hours Free Cancellation

5.0 (638)

from
$127

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key …More

Key West, USA

4.9 (1,704)

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...

2 hours Free Cancellation

4.9 (1,704)

from
$127

2.5-hour Dinner Cruise on Willamette River

The best way to dine in Portland, Oregon — on the Willamette River enhanced by dazzling city sights and lights. You'll enjoy an evening featuring …More

Portland, USA

4.5 (577)

2.5-hour Dinner Cruise on Willamette River

The best way to dine in Portland, Oregon — on the Willamette River enhanced by dazzling city sights and lights. You'll enjoy an evening featuring...

2 hours 30 minutes Free Cancellation

4.5 (577)

from
$129

2-Hour Sunset Sail on the San Francisco Bay

Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour sunset sail is just the ticket. Step …More

San Francisco, USA

4.8 (422)

2-Hour Sunset Sail on the San Francisco Bay

Whether you want to kick off a fabulous date night or wrap up an enjoyable afternoon, this two-hour sunset sail is just the ticket. Step...

2 hours Free Cancellation

4.8 (422)

from
$129

Sail at Sunset on a Luxury Walk along Vallarta Bay

Enjoy an exclusive experience sailing through Banderas Bay aboard a luxury sailboat, while the sky is tinged with gold and pink tones. Relax on the …More

Puerto Vallarta, Mexico

5.0 (1)

Sail at Sunset on a Luxury Walk along Vallarta Bay

Enjoy an exclusive experience sailing through Banderas Bay aboard a luxury sailboat, while the sky is tinged with gold and pink tones. Relax on the...

3 hours Free Cancellation

5.0 (1)

from
$129

Manatee, Dolphin and 10,000 Islands Sunset Cruise!

We are the only sunset cruise in Southwest Florida that sees manatees! Enjoy this romantic tour with max 6 passengers per boat (call for private …More

Naples, USA

4.7 (73)

Manatee, Dolphin and 10,000 Islands Sunset Cruise!

We are the only sunset cruise in Southwest Florida that sees manatees! Enjoy this romantic tour with max 6 passengers per boat (call for private...

3 hours Free Cancellation

4.7 (73)

from
$130

Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the …More

Oahu, USA

4.9 (17)

Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the...

2 hours Free Cancellation

4.9 (17)

from
$130

Sail Under Light of the Moon & Enjoy a Romantic Dinner in Spanish Galleon

Make your special evening in Cancún truly memorable aboard an elegant Spanish galleon sailing through the Nichupté Lagoon. Surrounded by candlelight, beautiful views, and a …More

Cancun, Mexico

5.0 (3)

Sail Under Light of the Moon & Enjoy a Romantic Dinner in Spanish Galleon

Make your special evening in Cancún truly memorable aboard an elegant Spanish galleon sailing through the Nichupté Lagoon. Surrounded by candlelight, beautiful views, and a...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$130

Romantic Sailing Experience on the Cancun Lagoon – 2 for 1

Turn an ordinary evening into a romantic experience on the water. Sail across the beautiful Nichupté Lagoon aboard an elegant Spanish galleon, surrounded by the …More

Cancun, Mexico

4.8 (4)

Romantic Sailing Experience on the Cancun Lagoon – 2 for 1

Turn an ordinary evening into a romantic experience on the water. Sail across the beautiful Nichupté Lagoon aboard an elegant Spanish galleon, surrounded by the...

2 hours 30 minutes Free Cancellation

4.8 (4)

from
$130

Sunset Cruise in Los Cabos with Jazz and Wine

Cruise the Los Cabo's Coastline while listening to smooth jazz and instrumental aboard the Tropicat. Your tour also features an international bar and a meat …More

San Jose del Cabo, Mexico

4.7 (227)

Sunset Cruise in Los Cabos with Jazz and Wine

Cruise the Los Cabo's Coastline while listening to smooth jazz and instrumental aboard the Tropicat. Your tour also features an international bar and a meat...

2 hours Hotel pickup offered Free Cancellation

4.7 (227)

from
$133

Cruise the Los Cabos Coastline while listening to today’s smooth jazz aboard the Tropicat; a state of the art, super catamaran. Enjoy the beauty of …More

Cabo San Lucas, Mexico

4.8 (11)

Jazz and Wine Sunset

Cruise the Los Cabos Coastline while listening to today’s smooth jazz aboard the Tropicat; a state of the art, super catamaran. Enjoy the beauty of...

2 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$133

Relax and unwind on this 1.5-hour evening Jazz cruise on a 1920s style yacht. This cruise features a main glass enclosed observation cabin with comfortable …More

New York City, USA

4.9 (140)

Manhattan Evening Jazz Cruise

Relax and unwind on this 1.5-hour evening Jazz cruise on a 1920s style yacht. This cruise features a main glass enclosed observation cabin with comfortable...

1 hour 30 minutes Free Cancellation

4.9 (140)

from
$134

Cabo Pacific Sunset Sail with Jazz & Wine

Set sail on an unforgettable Cabo evening aboard a spacious 65-foot catamaran, where a breathtaking Pacific sunset meets smooth contemporary jazz, great wine and a …More

Cabo San Lucas, Mexico

5.0 (1)

Cabo Pacific Sunset Sail with Jazz & Wine

Set sail on an unforgettable Cabo evening aboard a spacious 65-foot catamaran, where a breathtaking Pacific sunset meets smooth contemporary jazz, great wine and a...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$135

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the …More

Maui, USA

4.9 (1,584)

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the...

2 hours Free Cancellation

4.9 (1,584)

from
$137

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing …More

Maui, USA

4.8 (214)

Maui Sunset Sail

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing...

2 hours Free Cancellation

4.8 (214)

from
$138

Honolulu: Pacific Star Sunset Dinner Cruise and Show

Indulge in the original Pacific Rim cuisine, where each dish serves as a gateway to the rich flavors of the region. Enjoy the ALL-NEW show …More

Oahu, USA

4.6 (858)

Honolulu: Pacific Star Sunset Dinner Cruise and Show

Indulge in the original Pacific Rim cuisine, where each dish serves as a gateway to the rich flavors of the region. Enjoy the ALL-NEW show...

2 hours Free Cancellation

4.6 (858)

from
$139

Experience the magic of the Pacific at sunset aboard a 65-foot catamaran designed for your comfort. Glide along Cabo’s stunning coastline as you take in …More

Cabo San Lucas, Mexico

5.0 (13)

Los Cabos Sunset Jazz & Wine Cruise

Experience the magic of the Pacific at sunset aboard a 65-foot catamaran designed for your comfort. Glide along Cabo’s stunning coastline as you take in...

4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$139

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with …More

4.9 (10)

Sunset Cruise on Scenic Chesapeake Bay

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with...

2 hours 30 minutes Free Cancellation

4.9 (10)

from
$139

Oahu: Ko Olina Kaula Kai Sunset Sail and Luau Experience

Set sail on the stunning leeward coast of Oʻahu during the Kaula Kai experience, combining a breathtaking sunset sail with a vibrant luau. Start your …More

Oahu, USA

3.0 (1)

Oahu: Ko Olina Kaula Kai Sunset Sail and Luau Experience

Set sail on the stunning leeward coast of Oʻahu during the Kaula Kai experience, combining a breathtaking sunset sail with a vibrant luau. Start your...

90 to 180 minutes Free Cancellation

3.0 (1)

from
$139

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for North America Sunset Cruises?

What are the best kid-friendly options for North America Sunset Cruises Tours?

Which North America Sunset Cruises have Instant Confirmation?

Which North America Sunset Cruises have Free Cancellation?

North America Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which North America Sunset Cruises have Hotel Pickup?

No problem. These North America Sunset Cruises include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more North America trip ideas?

What are the most popular styles of Tours and Activities in North America?