Top North America Sunset Cruises

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

No problem. These North America Sunset Cruises include Hotel Pickup: Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar Cabo Half-Day Snorkel Adventure with Lunch and Open Bar Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location Los Cabos Luxury Sailing Sunset Tour Isla Mujeres, Cancún Private Sunset Trip View all Tours with Hotel Pickup →

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 →

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in …More

5.0 (22)

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in...

2 hours Free Cancellation

5.0 (22)

from
$160

Private Hilton Head Sunset Dolphin Tour (Up to 6 Passengers)

This Private Sunset Tour will be an activity your family or friends will always remember! This 1.5 hour tour comes complete with a Licensed captain, …More

Hilton Head Island, USA

5.0 (21)

Private Hilton Head Sunset Dolphin Tour (Up to 6 Passengers)

This Private Sunset Tour will be an activity your family or friends will always remember! This 1.5 hour tour comes complete with a Licensed captain,...

1 hour 30 minutes Free Cancellation

5.0 (21)

from
$379

St Augustine Live Music Sunset Sail & Nights of Lights Viewing

A 2-hour sunset sail with live music that becomes a front-row view of St. Augustine's Nights of Lights. Board a 65-foot catamaran at Vilano Beach, …More

St Augustine, USA

4.9 (20)

St Augustine Live Music Sunset Sail & Nights of Lights Viewing

A 2-hour sunset sail with live music that becomes a front-row view of St. Augustine's Nights of Lights. Board a 65-foot catamaran at Vilano Beach,...

2 hours Free Cancellation

4.9 (20)

from
$79

Charleston Harbor Sunset Cruise Scenic Views and Dolphin Spotting

Experience the beauty of Charleston Harbor during a sunset cruise! Leave from iconic Shem Creek and cruise past landmarks like Arthur Ravenel Jr. Bridge and …More

Mount Pleasant, USA

4.8 (19)

Charleston Harbor Sunset Cruise Scenic Views and Dolphin Spotting

Experience the beauty of Charleston Harbor during a sunset cruise! Leave from iconic Shem Creek and cruise past landmarks like Arthur Ravenel Jr. Bridge and...

1 hour 30 minutes Free Cancellation

4.8 (19)

from
$58

Raccoon Island Private Boat Charter Experience from Miami

This isn’t your average crowded group tour — this is your boat, your day, your way. Enjoy a completely private charter with just your group …More

Miami, USA

5.0 (19)

Raccoon Island Private Boat Charter Experience from Miami

This isn’t your average crowded group tour — this is your boat, your day, your way. Enjoy a completely private charter with just your group...

5 hours Free Cancellation

5.0 (19)

from
$799

Look no further for the greatest sunset experience the Keys can give to you! Conch City Charters Tiki-style pontoon boat provides the most comfortable seating …More

Islamorada, USA

5.0 (18)

Private Islamorada Sunset Cruise

Look no further for the greatest sunset experience the Keys can give to you! Conch City Charters Tiki-style pontoon boat provides the most comfortable seating...

1 hour 30 minutes Free Cancellation

5.0 (18)

from
$350

Cruisin Tikis Key Largo Sunset Tiki Cruise Private

Watch the Key Largo sunset from a private floating tiki boat for up to six guests. Choose whether to relax on the water, swim with …More

Key Largo, USA

5.0 (17)

Cruisin Tikis Key Largo Sunset Tiki Cruise Private

Watch the Key Largo sunset from a private floating tiki boat for up to six guests. Choose whether to relax on the water, swim with...

2 hours Free Cancellation

5.0 (17)

from
$550

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

St Augustine Dolphin Watch & St. Augustine Historical Landmark Cruise

Come aboard this St. Augustine Champagne Sunset Cruise for a scenic waterfront tour and an amazing sunset view compete with a romantic champagne sunset toast. …More

St Augustine, USA

4.8 (17)

St Augustine Dolphin Watch & St. Augustine Historical Landmark Cruise

Come aboard this St. Augustine Champagne Sunset Cruise for a scenic waterfront tour and an amazing sunset view compete with a romantic champagne sunset toast....

1 hour 30 minutes (Approx.) Free Cancellation

4.8 (17)

from
$35

Sandbar Adventure Cruise in the Florida Keys

Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandbar experiences with stunning sunset cruises. Unwind on your …More

Key West, USA

4.9 (16)

Sandbar Adventure Cruise in the Florida Keys

Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandbar experiences with stunning sunset cruises. Unwind on your...

4 hours Free Cancellation

4.9 (16)

from
$102

Sand Dollar Island Sunset and Brews Cruise St. Pete

Spend three relaxed hours cruising to Sand Dollar Island for a classic Florida sunset experience with drinks in hand. We anchor at a shallow sandbar …More

St Petersburg, USA

4.9 (16)

Sand Dollar Island Sunset and Brews Cruise St. Pete

Spend three relaxed hours cruising to Sand Dollar Island for a classic Florida sunset experience with drinks in hand. We anchor at a shallow sandbar...

3 hours Free Cancellation

4.9 (16)

from
$75

Hilton Head Private Sunset Cruise for up to 14 Passengers

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. …More

Hilton Head Island, USA

4.9 (16)

Hilton Head Private Sunset Cruise for up to 14 Passengers

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island....

2 hours Free Cancellation

4.9 (16)

from
$529

Spend a gorgeous morning on this private 3.5-hour sailing cruise through Cabo San Lucas Bay. Aboard your catamaran for up to 20 family and friends, …More

Cabo San Lucas, Mexico

4.8 (16)

Family Ocean Escape for Up to 20 Guests

Spend a gorgeous morning on this private 3.5-hour sailing cruise through Cabo San Lucas Bay. Aboard your catamaran for up to 20 family and friends,...

3 hours Free Cancellation

4.8 (16)

from
$1,300

Premiere Private Sunset Cruise With Lights Of The Skyway Bridge

Experience the magic of a lifetime on our sunset boat cruise! Feel the gentle sway of the boat as the sun dips below the horizon, …More

St Petersburg, USA

5.0 (16)

Premiere Private Sunset Cruise With Lights Of The Skyway Bridge

Experience the magic of a lifetime on our sunset boat cruise! Feel the gentle sway of the boat as the sun dips below the horizon,...

2 hours Free Cancellation

5.0 (16)

from
$350

Sunset Party Catamaran with drinks and snacks in Cabo

Enjoy an exclusive 50-foot catamaran ride as you cruise along the stunning coast of Cabo San Lucas at sunset. During the tour, you can admire …More

Cabo San Lucas, Mexico

4.9 (16)

Sunset Party Catamaran with drinks and snacks in Cabo

Enjoy an exclusive 50-foot catamaran ride as you cruise along the stunning coast of Cabo San Lucas at sunset. During the tour, you can admire...

2 hours Free Cancellation

4.9 (16)

from
$110

Sunset Cruise to Johns Pass, Madeira Beach, St Pete Beach

Experience one of Florida's most breathtaking sunsets from the best seat in the house—on the water. Gather your crew of up to 12 guests and …More

St Petersburg, USA

5.0 (15)

Sunset Cruise to Johns Pass, Madeira Beach, St Pete Beach

Experience one of Florida's most breathtaking sunsets from the best seat in the house—on the water. Gather your crew of up to 12 guests and...

2 hours Free Cancellation

5.0 (15)

from
$82

Sit back, relax and experience the beauty of an amazing Destin Sunset. We offer an onboard restroom, great music, blankets for the cool nights and …More

Destin, USA

5.0 (14)

Sunset Dolphin Watching Tour

Sit back, relax and experience the beauty of an amazing Destin Sunset. We offer an onboard restroom, great music, blankets for the cool nights and...

90 to 120 minutes Free Cancellation

5.0 (14)

from
$45

Islamorada Sunset Cruise with Champagne Toast and Snacks

Witness the stunning sunset over the Gulf of Mexico on this peaceful cruise in Islamorada. Aboard the Morada Mermaid, enjoy a relaxing ride as the …More

Islamorada, USA

5.0 (14)

Islamorada Sunset Cruise with Champagne Toast and Snacks

Witness the stunning sunset over the Gulf of Mexico on this peaceful cruise in Islamorada. Aboard the Morada Mermaid, enjoy a relaxing ride as the...

1 hour 30 minutes Free Cancellation

5.0 (14)

from
$93

Los Cabos Sunset Party Cruise with Unlimited Open Bar

Set sail into the sunset on the ultimate Cabo party cruise! Dance your heart out to the best tunes from the past and present, with …More

Cabo San Lucas, Mexico

5.0 (14)

Los Cabos Sunset Party Cruise with Unlimited Open Bar

Set sail into the sunset on the ultimate Cabo party cruise! Dance your heart out to the best tunes from the past and present, with...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (14)

from
$99

Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes …More

Oahu, USA

5.0 (13)

Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes...

2 hours Free Cancellation

5.0 (13)

from
$89

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly North America Sunset Cruises are:

View all kid-friendly Tours →

Which North America Sunset Cruises have Instant Confirmation?

North America Sunset Cruises with Instant Confirmation include:

View all Tours with 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?

Got any more North America trip ideas?

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