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: Key West Wind & Wine Sunset Sail Sunset Celebration Cruise on Tropics Boat Tours 2 Hour Sunset Cruise in Clearwater, Florida Key West Sunset Sail with Live Music, Champagne, Hors D’oeuvres and Full Bar Key West Sunset Cruise: Dinner, Live Music & Drinks Included

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: Nāpali Sunset Dinner Sail Nāpali Sunset Dinner Cruise Small Group Yacht Sunset Cruise from Oahu Nova Five Star Sunset Dinner and Jazz Kauai: Deluxe Na Pali Sunset Cruise aboard Lucky Lady View all kid-friendly Tours →

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

No problem. These North America Sunset Cruises include Hotel Pickup: Private Luxury Sunset Cruise in Cabo San Lucas Isla Mujeres, Cancún Private Sunset Trip Romantic Sailboat Sunset: Live Music, Premium Bar & Dinner -Cabos Sian Ka'an Sunset Boat Tour Platinum Sunset Sailing Tour 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 →

Sarasota- "Superstar" - Our 112' Superyacht- Full Day Charter-8hr

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean …More

Sarasota, USA

Sarasota- "Superstar" - Our 112' Superyacht- Full Day Charter-8hr

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean...

8 hours

from
$12,193

Sarasota- "Superstar" - Our 112' Superyacht- Full Day Charter-6hr

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean …More

Sarasota, USA

Sarasota- "Superstar" - Our 112' Superyacht- Full Day Charter-6hr

The Experience Step aboard Superstar, our iconic 112’ Westport, for a full day of true superyacht living. Inspired by the legendary yachts of the Caribbean...

6 hours

from
$9,753

4 Hours Luxury Yacht Charter Tour in Los Cabos on SAVI II

A fusion of style and sophistication, the Savi II yacht will never fail to impress. A state-of-the-art stabilizing system, Cabo’s most luxurious yacht is sure …More

Cabo San Lucas, Mexico

5.0 (1)

4 Hours Luxury Yacht Charter Tour in Los Cabos on SAVI II

A fusion of style and sophistication, the Savi II yacht will never fail to impress. A state-of-the-art stabilizing system, Cabo’s most luxurious yacht is sure...

4 hours Free Cancellation

5.0 (1)

from
$7,750

Sarasota 63’ Peace Prestige 630 |4hr Private Sunset Yacht Charter

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living …More

Sarasota, USA

Sarasota 63’ Peace Prestige 630 |4hr Private Sunset Yacht Charter

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living...

4 hours

from
$4,873

Sarasota 54’ Exit Strategy | Pardo 54 Performance Yacht 4 Hour

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and …More

Sarasota, USA

Sarasota 54’ Exit Strategy | Pardo 54 Performance Yacht 4 Hour

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and...

4 hours

from
$3,660

Sarasota 58’ Andiamo | Absolute Navetta 58 Luxury Yacht- 3 Hour

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines, …More

Sarasota, USA

Sarasota 58’ Andiamo | Absolute Navetta 58 Luxury Yacht- 3 Hour

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines,...

3 hours

from
$3,653

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek …More

Sarasota, USA

Sarasota Private Yacht Tour

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek...

4 hours

from
$3,653

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

5.0 (1,716)

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...

2 hours (approx.) Free Cancellation

5.0 (1,716)

from
$3,499

Sunset in Private Sailboat 4 hrs up to 15 pax

Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see …More

Puerto Vallarta, Mexico

4.6 (11)

Sunset in Private Sailboat 4 hrs up to 15 pax

Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see...

3 hours

4.6 (11)

from
$3,295

Sarasota-50’ Memory Maker | Aquila Power Catamaran- 4 Hour

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the …More

Sarasota, USA

Sarasota-50’ Memory Maker | Aquila Power Catamaran- 4 Hour

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the...

4 hours

from
$3,172

Cabo San Lucas Sunset Catamaran Cruise with Open Bar

Set sail on a 45-foot catamaran for an unforgettable evening in Cabo San Lucas. Cruise along the stunning Sea of Cortes, marveling at dramatic rock …More

Cabo San Lucas, Mexico

Cabo San Lucas Sunset Catamaran Cruise with Open Bar

Set sail on a 45-foot catamaran for an unforgettable evening in Cabo San Lucas. Cruise along the stunning Sea of Cortes, marveling at dramatic rock...

3 hours Free Cancellation

from
$2,195

Private Luxury Sunset Cruise in Cabo San Lucas

A Private Premium Sunset Experience with Premium Snacks, Premium Open Bar and Premium Service on a Premium Catamaran for small Groups. One of the nicest …More

Cabo San Lucas, Mexico

5.0 (3)

Private Luxury Sunset Cruise in Cabo San Lucas

A Private Premium Sunset Experience with Premium Snacks, Premium Open Bar and Premium Service on a Premium Catamaran for small Groups. One of the nicest...

2 hours Hotel pickup offered

5.0 (3)

from
$1,656

Private Sunset Harbor Tour 20 passenger party Yacht Kismet

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all! …More

Charleston, USA

5.0 (8)

Private Sunset Harbor Tour 20 passenger party Yacht Kismet

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all!...

2 to 4 hours Free Cancellation

5.0 (8)

from
$1,549

Private Catamaran Tour to Isla Mujeres, Snorkeling* from Cancun

Tours in Catamaran, Cancun. Private Catamaran Charters. Charter for 1-15 PaassengersPrivate Catamaran to Isla Mujeres. Snorkeling and Sailing Trips. Tour Description. 6 hours. Private Catamaran …More

Cancun, Mexico

4.8 (13)

Private Catamaran Tour to Isla Mujeres, Snorkeling* from Cancun

Tours in Catamaran, Cancun. Private Catamaran Charters. Charter for 1-15 PaassengersPrivate Catamaran to Isla Mujeres. Snorkeling and Sailing Trips. Tour Description. 6 hours. Private Catamaran...

4 to 6 hours Free Cancellation

4.8 (13)

from
$1,450

Private Charter Yacht w/Captain San Diego

See iconic landmarks ;USS Midway flight deck, the Coronado Bridge, & the downtown skyline. Keep an eye out for sea lions, seabirds, & even dolphins …More

La Jolla, USA

5.0 (3)

Private Charter Yacht w/Captain San Diego

See iconic landmarks ;USS Midway flight deck, the Coronado Bridge, & the downtown skyline. Keep an eye out for sea lions, seabirds, & even dolphins...

2 hours

5.0 (3)

from
$1,450

Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people …More

Oahu, USA

5.0 (55)

Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutes Free Cancellation

5.0 (55)

from
$1,414

3 Hours - 53' Hatteras - Tulum, Playa Del Carmen, Riviera Maya

Step aboard for ultimate day in the caribbean. This 58′ Hatteras classic is our newest addition and best equipped yacht to-date! Customized and spacious exterior …More

Playa del Carmen, Mexico

5.0 (186)

3 Hours - 53' Hatteras - Tulum, Playa Del Carmen, Riviera Maya

Step aboard for ultimate day in the caribbean. This 58′ Hatteras classic is our newest addition and best equipped yacht to-date! Customized and spacious exterior...

3 hours

5.0 (186)

from
$1,320

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

Private Luxury Sunset Fireworks Cruise Aboard Limitless

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of …More

Oahu, USA

Private Luxury Sunset Fireworks Cruise Aboard Limitless

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of...

3 hours Free Cancellation

from
$1,299

Boston Harbor Private Sunset & Foliage Cruise, on Yacht Trinacria

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises …More

Boston, USA

5.0 (1)

Boston Harbor Private Sunset & Foliage Cruise, on Yacht Trinacria

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises...

2 hours

5.0 (1)

from
$1,200

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?

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?