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Top North America Sunset Cruises

334 Results
Key West Sunset Sail with Live Music, Champagne,  Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran …More

Key West, USA

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...

2 hours (approx.) Free Cancellation
4.8 (3,830)
from
$80
Waikiki Sunset Cocktail Sail on the Moana Catamaran

All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with...

2 hours Free Cancellation
4.9 (2,417)
from
$90
Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar

Sail into the sunset along the Cabo coast and enjoy five-star service aboard a luxury yacht. This romantic sunset cruise on Cabo San Lucas Bay …More

Likely to Sell Out
Likely to Sell Out
Cabo San Lucas, Mexico

Sail into the sunset along the Cabo coast and enjoy five-star service aboard a luxury yacht. This romantic sunset cruise on Cabo San Lucas Bay...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (2,184)
from
$82
Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional …More

Chicago, USA

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional...

1 hour 30 minutes Free Cancellation
4.9 (1,948)
from
$37
Cabo San Lucas Sunset Cruise with Open Bar and Snacks

The Cabo Blue Boat is a spacious 48ft. trimaran equipped with two large nets on the frontal area, shade, cushions and benches surrounding the outside. …More

Cabo San Lucas, Mexico

The Cabo Blue Boat is a spacious 48ft. trimaran equipped with two large nets on the frontal area, shade, cushions and benches surrounding the outside....

2 hours Free Cancellation
4.9 (1,727)
from
$69
Key West Wind & Wine Sunset Sail

Wind & Wine has been the #1 rated sunset sail on Cool Shore Excursions for over a decade. In our opinion, this is the best …More

Likely to Sell Out
Likely to Sell Out
Key West, USA

Wind & Wine has been the #1 rated sunset sail on Cool Shore Excursions for over a decade. In our opinion, this is the best...

2 hours (approx.) Free Cancellation
5.0 (1,716)
$115
$99
Key West Private Wind & Wine Charter

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset …More

Key West, USA

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset...

2 hours (approx.) Free Cancellation
5.0 (1,716)
from
$3,499
Key West Schooner Sunset Sail with Hors D'oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and …More

Key West, USA

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...

2 hours (approx.) Free Cancellation
4.9 (1,702)
from
$100
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

Likely to Sell Out
Likely to Sell Out
Key West, USA

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 (1,702)
from
$127
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

Likely to Sell Out
Likely to Sell Out
Maui, USA

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 (1,577)
from
$137
Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look …More

Kauai, USA

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look...

5 hours Free Cancellation
4.8 (1,559)
from
$223
Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the …More

Likely to Sell Out
Likely to Sell Out
St Augustine, USA

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...

1 hour 30 minutes Free Cancellation
4.9 (1,398)
from
$43
San Francisco Bay Sunset Catamaran Cruise

Enjoy the serene San Francisco Bay at sunset on this evening with the Sunset Cruise aboard a luxurious catamaran. Sail by Alcatraz Island, under the …More

Likely to Sell Out
Likely to Sell Out
San Francisco, USA

Enjoy the serene San Francisco Bay at sunset on this evening with the Sunset Cruise aboard a luxurious catamaran. Sail by Alcatraz Island, under the...

1 hour 35 minutes Free Cancellation
4.8 (1,338)
from
$88
Nāpali Sunset Dinner Cruise

Find a sunset state of mind, cruising along the Napali Coast, one of Hawaii’s most stunning and humbling landscapes. Come aboard our clean, sleek 65’ …More

Likely to Sell Out
Likely to Sell Out
Kauai, USA

Find a sunset state of mind, cruising along the Napali Coast, one of Hawaii’s most stunning and humbling landscapes. Come aboard our clean, sleek 65’...

3 to 4 hours Free Cancellation
4.8 (1,208)
from
$264
Charleston Harbor Sunset Cruise

Experience the beautiful sights and sounds of the Charleston harbor and surrounding waterways aboard our 45-foot USCG certified power catamaran as Charleston’s unique skyline comes …More

Charleston, USA

Experience the beautiful sights and sounds of the Charleston harbor and surrounding waterways aboard our 45-foot USCG certified power catamaran as Charleston’s unique skyline comes...

2 hours Free Cancellation
4.9 (1,127)
from
$60
Key West "Commotion on the Ocean" Live Music Sunset Sail

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great …More

Likely to Sell Out
Likely to Sell Out
Key West, USA

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great...

2 Hours (approx.) Free Cancellation
4.8 (996)
from
$80
Sunset Sail in Key West with Beverages Included

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention …More

Key West, USA

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention...

1 hour 30 minutes Free Cancellation
4.9 (982)
from
$79
Cabo Half-Day Snorkel Adventure with Lunch and Open Bar

Experience the best of Cabos' oceans and stunning coastline onboard our luxury motor Catamaran. Cruise out of the marina to the famous Arch and Land's …More

Likely to Sell Out
Likely to Sell Out
Cabo San Lucas, Mexico

Experience the best of Cabos' oceans and stunning coastline onboard our luxury motor Catamaran. Cruise out of the marina to the famous Arch and Land's...

4 hours Hotel pickup offered Free Cancellation
4.9 (942)
from
$149
Waikiki Signature Sunset Catamaran Sail

Experience a Hawaiian sunset like no other on a cocktail cruise along Oahu's coast. Departing from Waikiki and heading toward Diamond Head, this catamaran journey …More

Likely to Sell Out
Likely to Sell Out
Oahu, USA

Experience a Hawaiian sunset like no other on a cocktail cruise along Oahu's coast. Departing from Waikiki and heading toward Diamond Head, this catamaran journey...

1 hour 30 minutes Free Cancellation
4.8 (919)
from
$120
Monterey Whale Watching Tour

We are honored to be the #1 Whale Watching Company in Monterey Bay with a 99% success rate and offer: Two of the largest and …More

Likely to Sell Out
Likely to Sell Out
Monterey & Carmel, USA

We are honored to be the #1 Whale Watching Company in Monterey Bay with a 99% success rate and offer: Two of the largest and...

2 to 3 hours Free Cancellation
4.8 (860)
from
$70

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